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David B. Collum - Publications

Affiliations: 
Cornell University, Ithaca, NY, United States 
Area:
organolithium reagents
Website:
http://chemistry.cornell.edu/faculty/detail.cfm?netid=dbc6

158 high-probability publications. We are testing a new system for linking publications to authors. You can help! If you notice any inaccuracies, please sign in and mark papers as correct or incorrect matches. If you identify any major omissions or other inaccuracies in the publication list, please let us know.

Year Citation  Score
2023 Lui NM, Collum DB. Sodiated Oppolzer Enolates: Solution Structures, Mechanism of Alkylation, and Origin of Stereoselectivity. Organic Chemistry Frontiers : An International Journal of Organic Chemistry. 10: 4750-4757. PMID 38144519 DOI: 10.1039/d3qo01021j  0.366
2023 You Q, Collum DB. Carbon-Nitrogen Bond Formation Using Sodium Hexamethyldisilazide: Solvent-Dependent Reactivities and Mechanisms. Journal of the American Chemical Society. 145: 23568-23584. PMID 37857357 DOI: 10.1021/jacs.3c07317  0.342
2022 Lui NM, MacMillan SN, Collum DB. Lithiated Oppolzer Enolates: Solution Structures, Mechanism of Alkylation, and Origin of Stereoselectivity. Journal of the American Chemical Society. 144: 23379-23395. PMID 36534055 DOI: 10.1021/jacs.2c09341  0.394
2021 Woltornist RA, Collum DB. Aggregation and Solvation of Sodium Hexamethyldisilazide: Across the Solvent Spectrum. The Journal of Organic Chemistry. PMID 33471993 DOI: 10.1021/acs.joc.0c02546  0.364
2020 Woltornist RA, Collum DB. Sodium Hexamethyldisilazide: Using N-Si Scalar Coupling to Determine Aggregation and Solvation States. Journal of the American Chemical Society. PMID 32233406 DOI: 10.1021/Jacs.0C00331  0.399
2020 Woltornist RA, Ma Y, Algera RF, Zhou Y, Zhang Z, Collum DB. Structure, Reactivity, and Synthetic Applications of Sodium Diisopropylamide Synthesis. 52: 1478-1497. DOI: 10.1055/S-0039-1690846  0.354
2019 Zhou Y, Keresztes I, MacMillan SN, Collum DB. Disodium Salts of Pseudoephedrine-Derived Myers Enolates: Stereoselectivity and Mechanism of Alkylation. Journal of the American Chemical Society. 141: 16865-16876. PMID 31613094 DOI: 10.1021/Jacs.9B08176  0.449
2019 Gladfelder J, Ghosh S, Podunavac M, Cook AW, Ma Y, Woltornist RA, Keresztes I, Hayton TW, Collum DB, Zakarian A. Enantioselective Alkylation of 2-Alkyl Pyridines Controlled by Organolithium Aggregation. Journal of the American Chemical Society. PMID 31460756 DOI: 10.1021/Jacs.9B08659  0.427
2019 Ma Y, Algera RF, Woltornist RA, Collum DB. Sodium Diisopropylamide-Mediated Dehydrohalogenations: Influence of Primary- and Secondary-Shell Solvation. The Journal of Organic Chemistry. PMID 31436099 DOI: 10.1021/Acs.Joc.9B01428  0.44
2019 Zhang Z, Collum DB. Wittig Rearrangements of Boron-Based Oxazolidinone Enolates. The Journal of Organic Chemistry. PMID 31414796 DOI: 10.1021/Acs.Joc.9B01426  0.369
2019 Ma Y, Woltornist RA, Algera RF, Collum DB. Aryl Carbamates: Mechanisms of Orthosodiations and Snieckus-Fries Rearrangements. The Journal of Organic Chemistry. PMID 31257864 DOI: 10.1021/Acs.Joc.9B00968  0.439
2019 Zhou Y, Jermaks J, Keresztes I, MacMillan SN, Collum DB. Pseudophedrine-Derived Myers Enolates: Structures and Influence of Lithium Chloride on Reactivity and Mechanism. Journal of the American Chemical Society. PMID 30896939 DOI: 10.1021/Jacs.9B00328  0.845
2018 Zhang Z, Collum DB. Structures and Reactivities of Sodiated Evans Enolates: Role of Solvation and Mixed Aggregation on the Stereochemistry and Mechanism of Alkylations. Journal of the American Chemical Society. PMID 30462500 DOI: 10.1021/Jacs.8B10364  0.503
2018 Mack KA, Collum DB. Case for Lithium Tetramethylpiperidide-Mediated Ortholithiations: Reactivity and Mechanisms. Journal of the American Chemical Society. PMID 29589920 DOI: 10.1021/Jacs.8B00590  0.44
2018 Jermaks J, Tallmadge EH, Keresztes I, Collum DB. Lithium Amino Alkoxide-Evans Enolate Mixed Aggregates: Aldol Addition with Matched and Mismatched Stereocontrol. Journal of the American Chemical Society. PMID 29457718 DOI: 10.1021/Jacs.7B13776  0.821
2017 Algera RF, Ma Y, Collum DB. Sodium Diisopropylamide in Tetrahydrofuran: Selectivities, Rates, and Mechanisms of Arene Metalations. Journal of the American Chemical Society. PMID 28946744 DOI: 10.1021/Jacs.7B08734  0.349
2017 Mack KA, McClory A, Zhang H, Gosselin F, Collum DB. Lithium Hexamethyldisilazide-Mediated Enolization of Highly Substituted Aryl Ketones: Structural and Mechanistic Basis of the E/Z Selectivities. Journal of the American Chemical Society. PMID 28786667 DOI: 10.1021/Jacs.7B05057  0.415
2017 Algera RF, Ma Y, Collum DB. Sodium Diisopropylamide in Tetrahydrofuran: Selectivities, Rates, and Mechanisms of Alkene Isomerizations and Diene Metalations. Journal of the American Chemical Society. PMID 28735535 DOI: 10.1021/Jacs.7B05218  0.387
2017 Li BX, Le DN, Mack KA, McClory A, Lim NK, Cravillion T, Savage S, Han C, Collum DB, Zhang H, Gosselin F. Highly Stereoselective Synthesis of Tetrasubstituted Acyclic All-carbon Olefins via Enol Tosylation and Suzuki‒Miyaura Coupling. Journal of the American Chemical Society. PMID 28715208 DOI: 10.1021/Jacs.7B05071  0.324
2017 Zhang Z, Collum DB. Evans Enolates: Structures and Mechanisms Underlying the Aldol Addition of Oxazolidinone-Derived Boron Enolates. The Journal of Organic Chemistry. PMID 28686020 DOI: 10.1021/Acs.Joc.7B01365  0.542
2017 Algera RF, Ma Y, Collum DB. Sodium Diisopropylamide: Aggregation, Solvation, and Stability. Journal of the American Chemical Society. PMID 28557426 DOI: 10.1021/Jacs.7B03061  0.489
2017 Algera RF, Gupta L, Hoepker AC, Liang J, Ma Y, Singh KJ, Collum DB. Lithium Diisopropylamide: Nonequilibrium Kinetics and Lessons Learned about Rate Limitation. The Journal of Organic Chemistry. PMID 28368117 DOI: 10.1021/Acs.Joc.6B03083  0.796
2017 Reyes-Rodríguez GJ, Algera RF, Collum DB. Lithium Hexamethyldisilazide-Mediated Enolization of Acylated Oxazolidinones: Solvent, Cosolvent, and Isotope Effects on Competing Monomer- and Dimer-Based Pathways. Journal of the American Chemical Society. PMID 28080036 DOI: 10.1021/Jacs.6B11354  0.791
2016 Yu K, Lu P, Jackson JJ, Nguyen TD, Alvarado J, Stivala CE, Ma Y, Mack KA, Hayton TW, Collum DB, Zakarian A. Lithium Enolates in the Enantioselective Construction of Tetrasubstituted Carbon Centers with Chiral Lithium Amides as Noncovalent Stereodirecting Auxiliaries. Journal of the American Chemical Society. PMID 27997174 DOI: 10.1021/Jacs.6B11673  0.403
2016 Ma Y, Algera RF, Collum DB. Sodium Diisopropylamide in N,N-Dimethylethylamine: Reactivity, Selectivity, and Synthetic Utility. The Journal of Organic Chemistry. PMID 27768310 DOI: 10.1021/Acs.Joc.6B02287  0.47
2016 Houghton MJ, Collum DB. Lithium Enolates Derived from Weinreb Amides: Insights into Five-Membered Chelate Rings. The Journal of Organic Chemistry. PMID 27749060 DOI: 10.1021/Acs.Joc.6B02067  0.414
2016 Houghton MJ, Huck CJ, Wright SW, Collum DB. Lithium Enolates Derived from Pyroglutaminol: Mechanism and Stereoselectivity of an Azaaldol Addition. Journal of the American Chemical Society. PMID 27500546 DOI: 10.1021/Jacs.6B05481  0.483
2016 Ma Y, Mack KA, Liang J, Keresztes I, Collum DB, Zakarian A. Mixed Aggregates of the Dilithiated Koga Tetraamine: NMR Spectroscopic and Computational Studies. Angewandte Chemie (International Ed. in English). PMID 27435147 DOI: 10.1002/Anie.201605199  0.478
2016 Houghton MJ, Biok NA, Huck CJ, Algera RF, Keresztes I, Wright SW, Collum DB. Lithium Enolates Derived from Pyroglutaminol: Aggregation, Solvation, and Atropisomerism. The Journal of Organic Chemistry. PMID 27035057 DOI: 10.1021/Acs.Joc.6B00459  0.45
2015 Tallmadge EH, Jermaks J, Collum DB. Structure-Reactivity Relationships in Lithiated Evans Enolates: Influence of Aggregation and Solvation on the Stereochemistry and Mechanism of Aldol Additions. Journal of the American Chemical Society. PMID 26639525 DOI: 10.1021/Jacs.5B10980  0.826
2015 Jin KJ, Collum DB. Solid-State and Solution Structures of Glycinimine-Derived Lithium Enolates. Journal of the American Chemical Society. PMID 26554898 DOI: 10.1021/Jacs.5B09524  0.463
2015 Tallmadge EH, Collum DB. Evans Enolates: Solution Structures of Lithiated Oxazolidinone-Derived Enolates. Journal of the American Chemical Society. 137: 13087-95. PMID 26437278 DOI: 10.1021/Jacs.5B08207  0.431
2015 Liang J, Hoepker AC, Algera RF, Ma Y, Collum DB. Mechanism of Lithium Diisopropylamide-Mediated Ortholithiation of 1,4-Bis(trifluoromethyl)benzene under Nonequilibrium Conditions: Condition-Dependent Rate Limitation and Lithium Chloride-Catalyzed Inhibition. Journal of the American Chemical Society. 137: 6292-303. PMID 25900574 DOI: 10.1021/Jacs.5B01668  0.799
2014 Liang J, Hoepker AC, Bruneau AM, Ma Y, Gupta L, Collum DB. Lithium diisopropylamide-mediated lithiation of 1,4-difluorobenzene under nonequilibrium conditions: role of monomer-, dimer-, and tetramer-based intermediates and lessons about rate limitation. The Journal of Organic Chemistry. 79: 11885-902. PMID 25000303 DOI: 10.1021/Jo501392R  0.805
2014 Tomasevich LL, Collum DB. Method of continuous variation: characterization of alkali metal enolates using ¹H and ¹⁹F NMR spectroscopies. Journal of the American Chemical Society. 136: 9710-8. PMID 24915602 DOI: 10.1021/Ja504365Z  0.333
2014 Bruneau AM, Liou L, Collum DB. Solution structures of lithium amino alkoxides used in highly enantioselective 1,2-additions. Journal of the American Chemical Society. 136: 2885-91. PMID 24471766 DOI: 10.1021/Ja412210D  0.812
2013 Renny JS, Tomasevich LL, Tallmadge EH, Collum DB. Method of continuous variations: applications of job plots to the study of molecular associations in organometallic chemistry. Angewandte Chemie (International Ed. in English). 52: 11998-2013. PMID 24166797 DOI: 10.1002/Anie.201304157  0.412
2013 Tomasevich LL, Collum DB. Structure determination using the method of continuous variation: lithium phenolates solvated by protic and dipolar aprotic ligands. The Journal of Organic Chemistry. 78: 7498-507. PMID 23806055 DOI: 10.1021/Jo401080N  0.507
2013 Ma Y, Stivala CE, Wright AM, Hayton T, Liang J, Keresztes I, Lobkovsky E, Collum DB, Zakarian A. Enediolate-dilithium amide mixed aggregates in the enantioselective alkylation of arylacetic acids: structural studies and a stereochemical model. Journal of the American Chemical Society. 135: 16853-64. PMID 23654300 DOI: 10.1021/Ja403076U  0.497
2013 De Vries TS, Bruneau AM, Liou LR, Subramanian H, Collum DB. Azaaldol condensation of a lithium enolate solvated by N,N,N',N'-tetramethylethylenediamine: dimer-based 1,2-addition to imines. Journal of the American Chemical Society. 135: 4103-9. PMID 23413774 DOI: 10.1021/Ja400345C  0.83
2013 Gupta L, Hoepker AC, Ma Y, Viciu MS, Faggin MF, Collum DB. Lithium diisopropylamide-mediated ortholithiation of 2-fluoropyridines: rates, mechanisms, and the role of autocatalysis. The Journal of Organic Chemistry. 78: 4214-30. PMID 23270408 DOI: 10.1021/Jo302408R  0.818
2011 Hoepker AC, Collum DB. Computational studies of lithium diisopropylamide deaggregation. The Journal of Organic Chemistry. 76: 7985-93. PMID 21888365 DOI: 10.1021/Jo2015642  0.78
2011 Hoepker AC, Gupta L, Ma Y, Faggin MF, Collum DB. Regioselective lithium diisopropylamide-mediated ortholithiation of 1-chloro-3-(trifluoromethyl)benzene: role of autocatalysis, lithium chloride catalysis, and reversibility. Journal of the American Chemical Society. 133: 7135-51. PMID 21500823 DOI: 10.1021/Ja200906Z  0.807
2010 Gupta L, Ramírez A, Collum DB. Reaction of lithium diethylamide with an alkyl bromide and alkyl benzenesulfonate: origins of alkylation, elimination, and sulfonation. The Journal of Organic Chemistry. 75: 8392-9. PMID 21077695 DOI: 10.1021/Jo101505X  0.713
2010 Ma Y, Hoepker AC, Gupta L, Faggin MF, Collum DB. 1,4-addition of lithium diisopropylamide to unsaturated esters: role of rate-limiting deaggregation, autocatalysis, lithium chloride catalysis, and other mixed aggregation effects. Journal of the American Chemical Society. 132: 15610-23. PMID 20961095 DOI: 10.1021/Ja105855V  0.823
2010 Gruver JM, West SP, Collum DB, Sarpong R. Experimental characterization and computational study of unique C,N-chelated lithium dianions. Journal of the American Chemical Society. 132: 13212-3. PMID 20822143 DOI: 10.1021/Ja106852N  0.81
2010 Viciu MS, Gupta L, Collum DB. Mechanism of lithium diisopropylamide-mediated substitution of 2,6-difluoropyridine. Journal of the American Chemical Society. 132: 6361-5. PMID 20397635 DOI: 10.1021/Ja910834B  0.649
2009 De Vries TS, Goswami A, Liou LR, Gruver JM, Jayne E, Collum DB. Lithium phenolates solvated by tetrahydrofuran and 1,2-dimethoxyethane: structure determination using the method of continuous variation. Journal of the American Chemical Society. 131: 13142-54. PMID 19702308 DOI: 10.1021/Ja9047784  0.8
2009 Gupta L, Hoepker AC, Singh KJ, Collum DB. Lithium diisopropylamide-mediated ortholithiations: lithium chloride catalysis. The Journal of Organic Chemistry. 74: 2231-3. PMID 19191711 DOI: 10.1021/Jo802713Y  0.819
2008 Liou LR, McNeil AJ, Toombes GE, Collum DB. Structures of beta-amino ester enolates: new strategies using the method of continuous variation. Journal of the American Chemical Society. 130: 17334-41. PMID 19090750 DOI: 10.1021/Ja8016957  0.787
2008 Singh KJ, Hoepker AC, Collum DB. Autocatalysis in lithium diisopropylamide-mediated ortholithiations. Journal of the American Chemical Society. 130: 18008-17. PMID 19053473 DOI: 10.1021/Ja807331K  0.815
2008 Riggs JC, Singh KJ, Yun M, Collum DB. Anionic Snieckus-Fries rearrangement: solvent effects and role of mixed aggregates. Journal of the American Chemical Society. 130: 13709-17. PMID 18798619 DOI: 10.1021/Ja804087R  0.83
2008 Gruver JM, Liou LR, McNeil AJ, Ramirez A, Collum DB. Solution structures of lithium enolates, phenolates, carboxylates, and alkoxides in the presence of N,N,N',N'-tetramethylethylenediamine: a prevalence of cyclic dimers. The Journal of Organic Chemistry. 73: 7743-7. PMID 18781812 DOI: 10.1021/Jo801532D  0.811
2008 Ma Y, Breslin S, Keresztes I, Lobkovsky E, Collum DB. Synthesis of a 7-azaindole by chichibabin cyclization: reversible base-mediated dimerization of 3-picolines. The Journal of Organic Chemistry. 73: 9610-8. PMID 18707175 DOI: 10.1021/Jo801410S  0.443
2008 Godenschwager PF, Collum DB. Lithium hexamethyldisilazide-mediated enolizations: influence of triethylamine on E/Z selectivities and enolate reactivities. Journal of the American Chemical Society. 130: 8726-32. PMID 18557616 DOI: 10.1021/Ja800250Q  0.793
2008 Liou LR, McNeil AJ, Ramirez A, Toombes GE, Gruver JM, Collum DB. Lithium enolates of simple ketones: structure determination using the method of continuous variation. Journal of the American Chemical Society. 130: 4859-68. PMID 18336025 DOI: 10.1021/Ja7100642  0.811
2008 Riggs JC, Ramirez A, Cremeens ME, Bashore CG, Candler J, Wirtz MC, Coe JW, Collum DB. Structural and rate studies of the formation of substituted benzynes. Journal of the American Chemical Society. 130: 3406-12. PMID 18293971 DOI: 10.1021/Ja0754655  0.81
2007 Ma Y, Collum DB. Lithium diisopropylamide-mediated reactions of imines, unsaturated esters, epoxides, and aryl carbamates: influence of hexamethylphosphoramide and ethereal cosolvents on reaction mechanisms. Journal of the American Chemical Society. 129: 14818-25. PMID 17985891 DOI: 10.1021/Ja074554E  0.453
2007 Godenschwager PF, Collum DB. Lithium hexamethyldisilazide-mediated enolizations: influence of chelating ligands and hydrocarbon cosolvents on the rates and mechanisms. Journal of the American Chemical Society. 129: 12023-31. PMID 17850084 DOI: 10.1021/Ja074018M  0.813
2007 Collum DB, McNeil AJ, Ramirez A. Lithium diisopropylamide: solution kinetics and implications for organic synthesis. Angewandte Chemie (International Ed. in English). 46: 3002-17. PMID 17387670 DOI: 10.1002/Anie.200603038  0.649
2007 Chadwick ST, Ramirez A, Gupta L, Collum DB. n-Butyllithium/N,N,N',N'-tetramethylethylenediamine-mediated ortholithiations of aryl oxazolines: substrate-dependent mechanisms. Journal of the American Chemical Society. 129: 2259-68. PMID 17269777 DOI: 10.1021/Ja068057U  0.668
2007 Collum DB, McNeil AJ, Ramirez A. Lithiumdiisopropylamid: Reaktionskinetik in Lösung und Folgerungen für die organische Synthese Angewandte Chemie. 119: 3060-3077. DOI: 10.1002/Ange.200603038  0.581
2006 Ma Y, Ramirez A, Singh KJ, Keresztes I, Collum DB. Lithium diisopropylamide solvated by hexamethylphosphoramide: substrate-dependent mechanisms for dehydrobrominations. Journal of the American Chemical Society. 128: 15399-404. PMID 17132006 DOI: 10.1021/Ja060964B  0.384
2006 Singh KJ, Collum DB. Lithium diisopropylamide-mediated ortholithiation and anionic fries rearrangement of aryl carbamates: role of aggregates and mixed aggregates. Journal of the American Chemical Society. 128: 13753-60. PMID 17044703 DOI: 10.1021/Ja064655X  0.558
2006 Qu B, Collum DB. Mechanism of acylation of lithium phenylacetylide with a Weinreb amide. The Journal of Organic Chemistry. 71: 7117-9. PMID 16930080 DOI: 10.1021/Jo061223W  0.457
2006 Ramirez A, Sun X, Collum DB. Lithium diisopropylamide-mediated enolization: catalysis by hemilabile ligands. Journal of the American Chemical Society. 128: 10326-36. PMID 16881665 DOI: 10.1021/Ja062147H  0.571
2006 Qu B, Collum DB. Structure of n-butyllithium in mixtures of ethers and diamines: influence of mixed solvation on 1,2-additions to imines. Journal of the American Chemical Society. 128: 9355-60. PMID 16848470 DOI: 10.1021/Ja0609654  0.506
2006 Zuend SJ, Ramirez A, Lobkovsky E, Collum DB. Lithiated imines: solvent-dependent aggregate structures and mechanisms of alkylation. Journal of the American Chemical Society. 128: 5939-48. PMID 16637662 DOI: 10.1021/Ja060363K  0.493
2005 Qu B, Collum DB. Addition of n-butyllithium to an aldimine: role of chelation, aggregation, and cooperative solvation. Journal of the American Chemical Society. 127: 10820-1. PMID 16076174 DOI: 10.1021/Ja0519987  0.54
2005 McNeil AJ, Collum DB. Reversible enolization of beta-amino carboxamides by lithium hexamethyldisilazide. Journal of the American Chemical Society. 127: 5655-61. PMID 15826205 DOI: 10.1021/Ja043470S  0.626
2005 Ma Y, Lobkovsky E, Collum DB. BF3-mediated additions of organolithiums to ketimines: X-ray crystal structures of BF3-ketimine complexes. The Journal of Organic Chemistry. 70: 2335-7. PMID 15760225 DOI: 10.1021/Jo0480895  0.448
2004 McNeil AJ, Toombes GE, Gruner SM, Lobkovsky E, Collum DB, Chandramouli SV, Vanasse BJ, Ayers TA. Diastereoselective alkylation of beta-amino esters: structural and rate studies reveal alkylations of hexameric lithium enolates. Journal of the American Chemical Society. 126: 16559-68. PMID 15600361 DOI: 10.1021/Ja045144I  0.682
2004 Ramírez A, Candler J, Bashore CG, Wirtz MC, Coe JW, Collum DB. Formation of benzynes from 2,6-dihaloaryllithiums: mechanistic basis of the regioselectivity. Journal of the American Chemical Society. 126: 14700-1. PMID 15535677 DOI: 10.1021/Ja044899M  0.46
2004 McNeil AJ, Toombes GE, Chandramouli SV, Vanasse BJ, Ayers TA, O'Brien MK, Lobkovsky E, Gruner SM, Marohn JA, Collum DB. Characterization of beta-amino ester enolates as hexamers via 6Li NMR spectroscopy. Journal of the American Chemical Society. 126: 5938-9. PMID 15137738 DOI: 10.1021/Ja049245S  0.656
2004 Briggs TF, Winemiller MD, Collum DB, Parsons RL, Davulcu AH, Harris GD, Fortunak JM, Confalone PN. Structural and rate studies of the 1,2-additions of lithium phenylacetylide to lithiated quinazolinones: influence of mixed aggregates on the reaction mechanism. Journal of the American Chemical Society. 126: 5427-35. PMID 15113214 DOI: 10.1021/Ja0305813  0.799
2004 Zhao P, Condo A, Keresztes I, Collum DB. Reaction of ketones with lithium hexamethyldisilazide: competitive enolizations and 1,2-additions. Journal of the American Chemical Society. 126: 3113-8. PMID 15012141 DOI: 10.1021/Ja030582V  0.663
2004 Zhao P, Lucht BL, Kenkre SL, Collum DB. Lithium hexamethyldisilazide-mediated ketone enolization: the influence of hindered dialkyl ethers and isostructural dialkylamines on reaction rates and mechanisms. The Journal of Organic Chemistry. 69: 242-9. PMID 14725435 DOI: 10.1021/Jo030221Y  0.723
2003 Wiedemann SH, Ramírez A, Collum DB. Lithium 2,2,6,6-tetramethylpiperidide-mediated alpha- and beta-lithiations of epoxides: solvent-dependent mechanisms. Journal of the American Chemical Society. 125: 15893-901. PMID 14677981 DOI: 10.1021/Ja0304087  0.382
2003 Ramírez A, Lobkovsky E, Collum DB. Hemilabile ligands in organolithium chemistry: substituent effects on lithium ion chelation. Journal of the American Chemical Society. 125: 15376-87. PMID 14664582 DOI: 10.1021/Ja030322D  0.389
2003 Liao S, Collum DB. Lithium diisopropylamide-mediated lithiations of imines: insights into highly structure-dependent rates and selectivities. Journal of the American Chemical Society. 125: 15114-27. PMID 14653747 DOI: 10.1021/Ja030409Z  0.673
2003 Zhao P, Collum DB. Ketone enolization by lithium hexamethyldisilazide: structural and rate studies of the accelerating effects of trialkylamines. Journal of the American Chemical Society. 125: 14411-24. PMID 14624589 DOI: 10.1021/Ja030168V  0.657
2003 Zhao P, Collum DB. Lithium hexamethyldisilazide/triethylamine-mediated ketone enolization: remarkable rate accelerations stemming from a dimer-based mechanism. Journal of the American Chemical Society. 125: 4008-9. PMID 12670196 DOI: 10.1021/Ja021284L  0.633
2002 Rutherford JL, Hoffmann D, Collum DB. Consequences of correlated solvation on the structures and reactivities of RLi-diamine complexes: 1,2-addition and alpha-lithiation reactions of imines by TMEDA-solvated n-butyllithium and phenyllithium. Journal of the American Chemical Society. 124: 264-71. PMID 11782178 DOI: 10.1021/Ja002979U  0.766
2001 Briggs TF, Winemiller MD, Xiang B, Collum DB. Solution structures of the mixed aggregates derived from lithium acetylides and a camphor-derived amino alkoxide. The Journal of Organic Chemistry. 66: 6291-8. PMID 11559177 DOI: 10.1021/Jo010305B  0.755
2001 Parsons RL, Fortunak JM, Dorow RL, Harris GD, Kauffman GS, Nugent WA, Winemiller MD, Briggs TF, Xiang B, Collum DB. NMR spectroscopic investigations of mixed aggregates underlying highly enantioselective 1,2-additions of lithium cyclopropylacetylide to quinazolinones. Journal of the American Chemical Society. 123: 9135-43. PMID 11552822 DOI: 10.1021/Ja0105616  0.797
2001 Sun X, Winemiller MD, Xiang B, Collum DB. Solution structures and reactivities of the mixed aggregates derived from n-butyllithium and vicinal amino alkoxides. Journal of the American Chemical Society. 123: 8039-46. PMID 11506560 DOI: 10.1021/ja010136c  0.551
2001 Rutherford JL, Collum DB. Lithium diisopropylamide: oligomer structures at low ligand concentrations. Journal of the American Chemical Society. 123: 199-202. PMID 11456504 DOI: 10.1021/Ja003104I  0.742
2001 Xiang B, Winemiller MD, Briggs TF, Fuller DJ, Collum DB. Optimizing HMQC for ISn spin systems Magnetic Resonance in Chemistry. 39: 137-140. DOI: 10.1002/Mrc.815  0.717
2000 Sun X, Collum DB. Lithium diisopropylamide-mediated enolizations: Solvent-dependent mixed aggregation effects Journal of the American Chemical Society. 122: 2459-2463. DOI: 10.1021/Ja992063R  0.628
2000 Sun X, Collum DB. Lithium diisopropylamide-mediated enolizations: Solvent-independent rates, solvent-dependent mechanisms Journal of the American Chemical Society. 122: 2452-2458. DOI: 10.1021/Ja992062Z  0.585
2000 Xu F, Reamer RA, Tillyer R, Cummins JM, Grabowski EJJ, Reider PJ, Collum DB, Huffman JC. Highly enantioselective 1,2-addition of lithium acetylide-ephedrate complexes: Spectroscopic evidence for reaction proceeding via a 2:2 tetramer, and X-ray characterization of related complexes Journal of the American Chemical Society. 122: 11212-11218. DOI: 10.1021/Ja0022728  0.423
2000 Aubrecht KB, Winemiller MD, Collum DB. BF3-mediated addition of lithium phenylacetylide to an imine: Correlations of structures and reactivities. BF3·R3N derivatives as substitutes for BF3·Et2O Journal of the American Chemical Society. 122: 11084-11089. DOI: 10.1021/Ja002200G  0.508
2000 Chadwick ST, Rennels RA, Rutherford JL, Collum DB. Are n-BuLi/TMEDA-mediated arene ortholithiations directed? Substituent-dependent rates, substituent-independent mechanisms Journal of the American Chemical Society. 122: 8640-8647. DOI: 10.1021/Ja001471O  0.771
1999 Aubrecht KB, Lucht BL, Collum DB. Solution structures of lithium monoalkylamides (RNHLi) Organometallics. 18: 2981-2987. DOI: 10.1021/Om981051W  0.673
1999 Rutherford JL, Collum DB. NMR spectroscopic studies of lithium diethylamide: Insights into ring laddering Journal of the American Chemical Society. 121: 10198-10202. DOI: 10.1021/Ja992169M  0.778
1999 Ramírez A, Collum DB. Hemi-labile ligands in organolithium chemistry: Rate studies of the LDA- mediated α- and β-metalations of epoxides Journal of the American Chemical Society. 121: 11114-11121. DOI: 10.1021/Ja992166+  0.381
1999 Lucht BL, Collum DB. Lithium hexamethyldisilazide: A view of lithium ion solvation through a glass-bottom boat Accounts of Chemical Research. 32: 1035-1042. DOI: 10.1021/Ar960300E  0.646
1998 Remenar JF, Collum DB. Structure and reactivity of lithium diisopropylamide solvated by polyamines: Evidence of monomer- and dimer-based dehydrohalogenations Journal of the American Chemical Society. 120: 4081-4086. DOI: 10.1021/Ja9741279  0.473
1998 Rennels RA, Maliakal AJ, Collum DB. Ortholithiation of anisole by n-BuLi-TMEDA: Reaction via disolvated dimers Journal of the American Chemical Society. 120: 421-422. DOI: 10.1021/Ja972610D  0.428
1998 Hoffmann D, Collum DB. Binding of diamines to n-butyllithium dimers: Relative solvation energies and evidence of correlated solvation [3] Journal of the American Chemical Society. 120: 5810-5811. DOI: 10.1021/Ja971512P  0.452
1998 Thompson A, Corley EG, Huntington MF, Grabowski EJJ, Remenar JF, Collum DB. Lithium ephedrate-mediated addition of a lithium acetylide to a ketone: Solution structures and relative reactivities of mixed aggregates underlying the high enantioselectivities Journal of the American Chemical Society. 120: 2028-2038. DOI: 10.1021/Ja9713791  0.432
1997 Remenar JF, Lucht BL, Kruglyak D, Romesberg FE, Gilchirst JH, Collum DB. Lithium 2,2,6,6-Tetramethylpiperidide and Lithium 2,2,4,6,6-Pentamethylpiperidide: Influence of TMEDA and Related Chelating Ligands on the Solution Structures. Characterization of Higher Cyclic Oligomers, Cyclic Dimers, Open Dimers, and Monomers Journal of Organic Chemistry. 62: 5748-5754. DOI: 10.1021/Jo970520L  0.772
1997 Sun X, Kenkre SL, Remenar JF, Gilchrist JH, Collum DB. Mechanism of lithium diisopropylamide-mediated ester deprotonation: The role of disolvated monomers Journal of the American Chemical Society. 119: 4765-4766. DOI: 10.1021/Ja970406K  0.605
1997 Remenar JF, Collum DB. Chelation-based stabilization of the transition structure in a lithium diisopropylamide mediated dehydrobromination: Avoiding the 'universal ground state' assumption Journal of the American Chemical Society. 119: 5573-5582. DOI: 10.1021/Ja970030A  0.425
1997 Remenar JF, Lucht BL, Collum DB. Lithium diisopropylamide solvated by monodentate and bidentate ligands: Solution structures and ligand binding constants Journal of the American Chemical Society. 119: 5567-5572. DOI: 10.1021/Ja970029B  0.663
1996 Aubrecht KB, Collum DB. Solution structure of lithium dicyclohexylamide (Cy2NLi) and related mixed aggregates: Comparison with lithium diisopropylamide Journal of Organic Chemistry. 61: 8674-8676. DOI: 10.1021/Jo961084Q  0.399
1996 Lucht BL, Bernstein MP, Remenar JF, Collum DB. Polydentate amine and ether solvates of lithium hexamethyldisilazide (LiHMDS): Relationship of ligand structure, relative solvation energy, and aggregation state Journal of the American Chemical Society. 118: 10707-10718. DOI: 10.1021/Ja9618199  0.742
1996 Lucht BL, Collum DB. Solvation of lithium hexamethyldisilazide by N,N-dimethylethylenediamine: Effects of chelation on competitive solvation and mixed aggregation Journal of the American Chemical Society. 118: 3529-3530. DOI: 10.1021/Ja953517X  0.661
1996 Lucht BL, Collum DB. Lithium ion solvation: Amine and unsaturated hydrocarbon solvates of lithium hexamethyldisilazide (LiHMDS) Journal of the American Chemical Society. 118: 2217-2225. DOI: 10.1021/Ja953029P  0.697
1995 Lucht BL, Collum DB. Ethereal solvation of lithium hexamethyldisilazide: Unexpected relationships of solvation number, solvation energy, and aggregation state Journal of the American Chemical Society. 117: 9863-9874. DOI: 10.1021/Ja00144A012  0.662
1995 Romesberg FE, Collum DB. Mechanism of lithium dialkylamide-mediated ketone and imine deprotonations: An MNDO study of monomer and open dimer pathways Journal of the American Chemical Society. 117: 2166-2178. DOI: 10.1021/Ja00113A006  0.593
1995 Rai R, Aubrecht KB, Collum DB. Palladium-catalyzed stille couplings of aryl-, vinyl-, and alkyltrichlorostannanes in aqueous solution Tetrahedron Letters. 36: 3111-3114. DOI: 10.1016/0040-4039(95)00485-U  0.324
1994 Carlier PR, Lucht BL, Collum DB. 6Li/15N NMR-based solution structural determination of Et2O- and TMEDA-solvated lithiophenylacetonitrile and a LiHMDS mixed aggregate Journal of the American Chemical Society. 116: 11602-11603. DOI: 10.1021/Ja00104A064  0.676
1994 Romesberg FE, Collum DB. Lithium dialkylamide mixed aggregation: An NMR spectroscopic study of the influence of hexamethylphosphoramide (HMPA) Journal of the American Chemical Society. 116: 9198-9202. DOI: 10.1021/Ja00099A039  0.662
1994 Romesberg FE, Collum DB. Lithium dialkylamide mixed aggregation: MNDO computational study of salt and solvent dependencies Journal of the American Chemical Society. 116: 9187-9197. DOI: 10.1021/Ja00099A038  0.671
1994 Lucht BL, Collum DB. Structure of Lithium 2,2,6,6-Tetramethylpiperidine (LiTMP) and Lithium 2,2,4,6,6-Pentamethylpiperidide (LiPMP) in Hydrocarbon Solution: Assignment of Cyclic Trimer and Tetramer Conformational Isomers Journal of the American Chemical Society. 116: 7949-7950. DOI: 10.1021/Ja00096A083  0.623
1994 Lucht BL, Collum DB. Structure of lithium hexamethyldisilazide (LiHMDS): Spectroscopic study of ethereal solvation in the slow-exchange limit Journal of the American Chemical Society. 116: 6009-6010. DOI: 10.1021/Ja00092A078  0.639
1994 Rai R, Collum DB. Reductions and radical cyclizations of aryl and alkyl bromides mediated by NaBH4 in aqueous base Tetrahedron Letters. 35: 6221-6224. DOI: 10.1016/S0040-4039(00)73396-X  0.372
1993 Bernstein MP, Collum DB. Solvent- and substrate-dependent rates of imine metalations by lithium diisopropylamide: Understanding the mechanisms underlying "krel" Journal of the American Chemical Society. 115: 8008-8018. DOI: 10.1021/Ja00071A011  0.464
1993 Bernstein MP, Collum DB. Solvent- and substrate-dependent rates of imine metalations by lithium diisopropylamide: understanding the mechanisms underlying krel Journal of the American Chemical Society. 115: 8008-8018. DOI: 10.1021/ja00071a011  0.516
1993 Romesberg FE, Bernstein MP, Gilchrist JH, Harrison AT, Fuller DJ, Collum DB. Structure of lithium hexamethyldisilazide in the presence of hexamethylphosphoramide. Spectroscopic and computational studies of monomers, dimers, and triple ions Journal of the American Chemical Society. 115: 3475-3483. DOI: 10.1021/Ja00062A010  0.743
1993 Bernstein MP, Collum DB. Metalation of imines by lithium diisopropylamide solvated by N,N,N′,N′-tetramethylethylenediamine: Evidence for solvent-free open dimer reactive intermediates Journal of the American Chemical Society. 115: 789-790. DOI: 10.1021/Ja00055A060  0.463
1993 Bernstein MP, Collum DB. Metalation of imines by lithium diisopropylamide solvated by N,N,N',N'-tetramethylethylenediamine: evidence for solvent-free open dimer reactive intermediates Journal of the American Chemical Society. 115: 789-790. DOI: 10.1021/ja00055a060  0.594
1993 Collum DB. Solution structures of lithium dialkylamides and related N-lithiated species: results from lithium-6-nitrogen-15 double labeling experiments Accounts of Chemical Research. 26: 227-234. DOI: 10.1021/Ar00029A001  0.429
1993 Sakuma K, Gilchrist JH, Romesberg FE, Cajthaml CE, Collum DB. Lithium bis(2-adamantyl)amide: Structure and reactivity of an extremely hindered lithium dialkylamide Tetrahedron Letters. 34: 5213-5216. DOI: 10.1016/S0040-4039(00)73955-4  0.649
1993 Collum DB. Solution structures of lithium dialkylamides and related N-lithiated species: Results from6Li-15N double labeling experiments Accounts of Chemical Research. 26: X1-233.  0.33
1993 Romesberg FE, Bernstein MP, Gilchrist JH, Harrison AT, Fuller DJ, Collum DB. Structure of lithium hexamethyldisilazide (LiHMDS) in the presence of hexamethylphosphoramide (HMPA). Spectroscopic and computational studies of monomers, dimers, and triple ions Journal of the American Chemical Society. 115: 3475-3483.  0.664
1992 Bernstein MP, Romesberg FE, Fuller DJ, Harrison AT, Collum DB, Liu QY, Williard PG. Structure and reactivity of lithium diisopropylamide in the presence of N,N,N′,N′-tetramethylethylenediamine Journal of the American Chemical Society. 114: 5100-5110. DOI: 10.1021/Ja00039A022  0.77
1992 Romesberg FE, Collum DB. Determination of structures of solvated lithium dialkylamides by semiempirical (MNDO) methods. Comparison of theory and experiment Journal of the American Chemical Society. 114: 2112-2121. DOI: 10.1021/Ja00032A027  0.598
1992 Gilchrist JH, Collum DB. Distinction of symmetric lithium dialkylamide dimers from higher oligomers by inverse-detected nitrogen-15 homonuclear zero-quantum NMR spectroscopy Journal of the American Chemical Society. 114: 794-795. DOI: 10.1021/Ja00028A076  0.308
1992 Collum DB. Is N,N,N',N'-tetramethylethylenediamine a good ligand for lithium? Accounts of Chemical Research. 25: 448-454. DOI: 10.1021/Ar00022A003  0.414
1992 Gilchrist JH, Harrison AT, Fuller DJ, Collum DB. 6Li15N heteronuclear multiple quantum correlation (HMQC) spectroscopy: Application to the structure determination of lithium 2,2,6,6-tetramethylpiperidide mixed aggregates Magnetic Resonance in Chemistry. 30: 855-859. DOI: 10.1002/Mrc.1260300911  0.38
1991 Kim YJ, Bernstein MP, Roth ASG, Romesberg FE, Williard PG, Fuller DJ, Harrison AT, Collum DB. On the structure and reactivity of lithium diisopropylamide (LDA) in hydrocarbon solutions. Formation of unsolvated ketone, ester, and carboxamide enolates Journal of Organic Chemistry. 56: 4435-4439. DOI: 10.1021/Jo00014A019  0.71
1991 Hall PL, Gilchrist JH, Harrison AT, Fuller DJ, Collum DB. Mixed aggregation of lithium enolates and lithium halides with lithium 2,2,6,6-tetramethylpiperidide (LiTMP) Journal of the American Chemical Society. 113: 9575-9585. DOI: 10.1021/Ja00025A024  0.39
1991 Hall PL, Gilchrist JH, Collum DB. Effects of lithium salts on the stereochemistry of ketone enolization by lithium 2,2,6,6-tetramethylpiperidide (LiTMP). A convenient method for highly E-selective enolate formation Journal of the American Chemical Society. 113: 9571-9574. DOI: 10.1021/Ja00025A023  0.324
1991 Romesberg FE, Gilchrist JH, Harrison AT, Fuller DJ, Collum DB. The structure of lithium tetramethylpiperidide and lithium diisopropylamide in the presence of hexamethylphosphoramide: structure-dependent distribution of cyclic and open dimers, ion triplets, and monomers Journal of the American Chemical Society. 113: 5751-5757. DOI: 10.1021/Ja00015A032  0.66
1991 Galiano-Roth AS, Kim YJ, Gilchrist JH, Harrison AT, Fuller DJ, Collum DB. Lithium diisopropylamide mixed aggregates: Structures and consequences on the stereochemistry of ketone enolate formation Journal of the American Chemical Society. 113: 5053-5055. DOI: 10.1021/Ja00013A048  0.434
1991 Romesberg FE, Gilchrist JH, Harrison AT, Fuller DJ, Collum DB. On the structure of lithium 2,2,6,6-tetramethylpiperidide (LiTMP) and lithium diisopropylamide (LDA) in the presence of hexamethylphosphoramide (HMPA): Structure-dependent distribution of cyclic and open dimers, ion triplets, and monomers Journal of the American Chemical Society. 113: 5751-5757.  0.556
1989 Galiano-Roth AS, Collum DB. Structure and reactivity of lithium diisopropylamide (LDA). The consequences of aggregation and solvation during the metalation of an N,N-dimethylhydrazone Journal of the American Chemical Society. 111: 6772-6778. DOI: 10.1021/Ja00199A042  0.465
1988 DePue JS, Collum DB. Structure and reactivity of lithium diphenylamide. Role of aggregates, mixed aggregates, monomers, and free ions on the rates and selectivities of N-alkylation and E2 elimination Journal of the American Chemical Society. 110: 5524-5533. DOI: 10.1021/Ja00224A042  0.506
1988 DePue JS, Collum DB. Structure and reactivity of lithium amides. Lithium-6, carbon-13, and nitrogen-15 NMR spectroscopic studies and colligative measurements of lithium diphenylamide and lithium diphenylamide-lithium bromide complex solvated by tetrahydrofuran Journal of the American Chemical Society. 110: 5518-5524. DOI: 10.1021/Ja00224A041  0.4
1988 Galiano-Roth AS, Collum DB. Lithium-6 and sodium-23 NMR spectroscopic studies of metalated hydrazone cryptates. Effects of ion triplet formation on the stereochemistry of alkylation Journal of the American Chemical Society. 110: 3546-3553. DOI: 10.1021/Ja00219A033  0.36
1988 Galiano-Roth AS, Michaelides EM, Collum DB. Lithium-6, carbon-13, and nitrogen-15 NMR spectroscopic studies of lithium dialkylamides. Solution structure of lithium isopropylcyclohexylamide (LICA) in tetrahydrofuran Journal of the American Chemical Society. 110: 2658-2660. DOI: 10.1021/Ja00216A055  0.375
1988 DePue JS, Collum DB. Structure and reactivity of lithium amides. 6Li, 13C, and 15N NMR spectroscopic studies and colligative measurements of lithium diphenylamide and lithium diphenylamide-lithium bromide complex solvated by tetrahydrofuran Journal of the American Chemical Society. 110: 5518-5524.  0.38
1988 Galiano-Roth AS, Michaelides EM, Collum DB. 6Li, 13C, and 15N NMR spectroscopic studies of lithium dialkylamides. Solution structure of lithium isopropylcyclohexylamide (LICA) in tetrahydrofuran Journal of the American Chemical Society. 110: 2658-2660.  0.363
1987 Kallman N, Collum DB. 15N, 13C, and 6Li NMR spectroscopic studies and colligative measurements of lithiated cyclohexanone phenylimine solvated by tetrahydrofuran Journal of the American Chemical Society. 109: 7466-7472. DOI: 10.1021/Ja00258A035  0.517
1986 Collum DB, Depue RT, Klang JA. Metal- and alkoxide-mediated phosphorus-oxygen bond cleavage in (η5-cyclopentadienyl)cobalt phosphinite ester complexes Organometallics. 5: 1015-1018. DOI: 10.1021/Om00136A030  0.34
1986 Collum DB, Still WC, Mohamadi F. Synthesis of alternating hydroxy- and methyl-substituted hydrocarbons by oxymercuration of cyclopropylcarbinols Journal of the American Chemical Society. 108: 2094-2096. DOI: 10.1002/Chin.198632098  0.551
1985 DePue RT, Collum DB, Ziller JW, Churchill MR. Alkoxide triggered ligand substitution. Highly stereoselective formation of unsaturated phosphinite ester-molybdenum tetracarbonyl chelates and the x-ray crystal structure of (1-phenylallyl dimethylphosphinite)molybdenum tetracarbonyl Journal of the American Chemical Society. 107: 2131-2137. DOI: 10.1021/Ja00293A050  0.323
1985 Wanat RA, Collum DB. On the origin of the stereoselectivity of hydrazone alkylations. Investigation of aggregation effects and solution kinetics Journal of the American Chemical Society. 107: 2078-2082. DOI: 10.1002/Chin.198533102  0.372
1984 Mohamadi F, Collum DB. Conversion of ketones to trisubstituted olefins under neutral conditions Tetrahedron Letters. 25: 271-272. DOI: 10.1016/S0040-4039(00)99859-9  0.341
1984 Collum DB, Kahne D, Gut SA, DePue RT, Mohamadi F, Wanat RA, Clardy J, Van Duyne G. Substituent effects on the stereochemistry of substituted cyclohexanone dimethylhydrazone alkylations. An x-ray crystal structure of lithiated cyclohexanone dimethylhydrazone Journal of the American Chemical Society. 106: 4865-4869. DOI: 10.1002/Chin.198449110  0.555
1981 Kahne D, Collum DB. Kinetic cyanations of ketone enolates Tetrahedron Letters. 22: 5011-5014. DOI: 10.1016/S0040-4039(01)92406-2  0.543
1980 Collum DB, McDonald JH, Still WC. Synthesis of the polyether antibiotic monensin. 3. Coupling of precursors and transformation to monensin [23] Journal of the American Chemical Society. 102: 2120-2121. DOI: 10.1021/Ja00526A075  0.508
1980 Collum DB, McDonald JH, Still WC. Synthesis of the polyether antibiotic monensin. 2. Preparation of intermediates Journal of the American Chemical Society. 102: 2118-2120. DOI: 10.1021/Ja00526A074  0.549
1980 Collum DB, McDonald JH, Still WC. Synthesis of the polyether antibiotic monensin. 1. Strategy and degradations Journal of the American Chemical Society. 102: 2117-2118. DOI: 10.1021/Ja00526A073  0.517
1980 COLLUM DB, MCDONALD JHI, STILL WC. ChemInform Abstract: SYNTHESIS OF THE POLYETHER ANTIBIOTIC MONENSIN. 2. PREPARATION OF INTERMEDIATES Chemischer Informationsdienst. 11. DOI: 10.1002/Chin.198025322  0.557
1979 Still WC, McDonald JH, Collum DB, Mitra A. A highly stereoselective synthesis of the C18 cecropia juvenile hormone Tetrahedron Letters. 20: 593-594. DOI: 10.1016/S0040-4039(01)86010-X  0.534
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