Christopher J. Douglas - Publications

Affiliations: 
Chemistry University of Minnesota, Twin Cities, Minneapolis, MN 
Area:
Organic Chemistry; Materials Chemistry
Website:
http://www.chem.umn.edu/directory/faculty.lasso?serial=2842

47 high-probability publications. We are testing a new system for linking publications to authors. You can help! If you notice any innacuracies, 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
2018 Frost GB, Mittelstaedt MK, Douglas CJ. Chemoselectivity for Alkene Cleavage by Palladium-Catalyzed Intramolecular Diazo Group Transfer from Azide to Alkene. Chemistry (Weinheim An Der Bergstrasse, Germany). PMID 30512211 DOI: 10.1002/chem.201805904  1
2018 Savikhin V, Jagadamma LK, Purvis LJ, Robertson I, Oosterhout SD, Douglas CJ, Samuel IDW, Toney MF. Morphological, Chemical, and Electronic Changes of the Conjugated Polymer PTB7 with Thermal Annealing. Iscience. 2: 182-192. PMID 30428374 DOI: 10.1016/j.isci.2018.03.002  0.44
2018 Serratore NA, Anderson CB, Frost GB, Hoang TG, Underwood S, Gemmel P, Hardy MA, Douglas CJ. Integrating Metal-Catalyzed C-H and C-O Functionalization to Achieve Sterically Controlled Regioselectivity in Arene Acylation. Journal of the American Chemical Society. PMID 29990425 DOI: 10.1021/jacs.8b06476  1
2018 Becker MH, Chua P, Downham R, Douglas CJ, Garg NK, Hiebert S, Jaroch S, Matsuoka RT, Middleton JA, Ng FW, Overman LE. Correction to "Total Synthesis of (-)-Sarain A". Journal of the American Chemical Society. PMID 29620879 DOI: 10.1021/jacs.8b03357  1
2018 Pan Z, Wang S, Brethorst JT, Douglas CJ. Palladium and Lewis-Acid-Catalyzed Intramolecular Aminocyanation of Alkenes: Scope, Mechanism, and Stereoselective Alkene Difunctionalizations. Journal of the American Chemical Society. PMID 29465996 DOI: 10.1021/jacs.8b01330  1
2018 Purvis LJ, Gu X, Ghosh S, Zhang Z, Cramer CJ, Douglas CJ. Synthesis and Characterization of Electron Deficient Asymmetrically Substituted Diarylindenotetracenes. The Journal of Organic Chemistry. PMID 29357664 DOI: 10.1021/acs.joc.7b02756  1
2017 Dreis AM, Otte SC, Eastwood MS, Alonzi ER, Brethorst JT, Douglas CJ. Diastereoselective Intramolecular Cyanoamidation with Alkenes. European Journal of Organic Chemistry. 2017: 45-48. PMID 28808413 DOI: 10.1002/ejoc.201601283  1
2017 Bertram JH, Mulliner KM, Shi K, Plunkett MH, Nixon P, Serratore NA, Douglas CJ, Aihara H, Barney BM. Characterization of five fatty aldehyde dehydrogenase enzymes from Marinobacter and Acinetobacter: structural insights into the aldehyde binding pocket. Applied and Environmental Microbiology. PMID 28389542 DOI: 10.1128/AEM.00018-17  1
2017 Frost GB, Serratore NA, Ogilvie JM, Douglas CJ. Mechanistic Model for Enantioselective Intramolecular Alkene Cyanoamidation via Palladium-Catalyzed C-CN Bond Activation. The Journal of Organic Chemistry. PMID 28294618 DOI: 10.1021/acs.joc.7b00196  1
2017 Hoang GT, Walsh DJ, McGarry KA, Anderson CB, Douglas CJ. Development and Mechanistic Study of Quinoline-Directed Acyl C-O Bond Activation and Alkene Oxyacylation Reactions. The Journal of Organic Chemistry. PMID 28252965 DOI: 10.1021/acs.joc.6b03011  1
2016 Zhang Z, Ogden WA, Young VG, Douglas CJ. Synthesis, electrochemical properties, and crystal packing of perfluororubrene. Chemical Communications (Cambridge, England). PMID 27271849 DOI: 10.1039/c6cc03259a  1
2016 Wang W, Li E, Porth I, Chen JG, Mansfield SD, Douglas CJ, Wang S. Spatially and temporally restricted expression of PtrMYB021 regulates secondary cell wall formation in Arabidopsis Journal of Plant Biology. 59: 16-23. DOI: 10.1007/s12374-016-0438-0  0.76
2015 Jiang X, Pan Z, Douglas CJ. Cyclization of an alkene-bearing cyclopentanone: The role of rhodium and Brønsted acid Tetrahedron Letters. 56: 5324-5327. DOI: 10.1016/j.tetlet.2015.07.086  1
2014 Hoang GT, Pan Z, Brethorst JT, Douglas CJ. Intramolecular oxyacylation of alkenes using a hydroxyl directing group. The Journal of Organic Chemistry. 79: 11383-94. PMID 25369563 DOI: 10.1021/jo501814n  1
2014 Rondla NR, Ogilvie JM, Pan Z, Douglas CJ. Palladium catalyzed intramolecular acylcyanation of alkenes using α-iminonitriles. Chemical Communications (Cambridge, England). 50: 8974-7. PMID 24980625 DOI: 10.1039/c4cc04068f  1
2014 Pan Z, Pound SM, Rondla NR, Douglas CJ. Intramolecular aminocyanation of alkenes by N-CN bond cleavage. Angewandte Chemie (International Ed. in English). 53: 5170-4. PMID 24719371 DOI: 10.1002/anie.201310983  1
2014 Dreis AM, Douglas CJ. Carbon-carbon bond activation with 8-acylquinolines. Topics in Current Chemistry. 346: 85-110. PMID 24647838 DOI: 10.1007/128_2013_523  1
2013 Xie W, Prabhumirashi PL, Nakayama Y, McGarry KA, Geier ML, Uragami Y, Mase K, Douglas CJ, Ishii H, Hersam MC, Frisbie CD. Utilizing carbon nanotube electrodes to improve charge injection and transport in bis(trifluoromethyl)-dimethyl-rubrene ambipolar single crystal transistors. Acs Nano. 7: 10245-56. PMID 24175573 DOI: 10.1021/nn4045694  1
2013 Mullenbach TK, McGarry KA, Luhman WA, Douglas CJ, Holmes RJ. Connecting molecular structure and exciton diffusion length in rubrene derivatives. Advanced Materials (Deerfield Beach, Fla.). 25: 3689-93. PMID 23754475 DOI: 10.1002/adma.201300641  1
2013 Xie W, McGarry KA, Liu F, Wu Y, Ruden PP, Douglas CJ, Frisbie CD. High-mobility transistors based on single crystals of isotopically substituted rubrene- d 28 Journal of Physical Chemistry C. 117: 11522-11529. DOI: 10.1021/jp402250v  1
2013 McGarry KA, Xie W, Sutton C, Risko C, Wu Y, Young VG, Brédas JL, Frisbie CD, Douglas CJ. Rubrene-based single-crystal organic semiconductors: Synthesis, electronic structure, and charge-transport properties Chemistry of Materials. 25: 2254-2263. DOI: 10.1021/cm400736s  1
2012 Beletskiy EV, Sudheer Ch, Douglas CJ. Cooperative catalysis approach to intramolecular hydroacylation. The Journal of Organic Chemistry. 77: 5884-93. PMID 22775578 DOI: 10.1021/jo300779q  1
2012 Gu X, Luhman WA, Yagodkin E, Holmes RJ, Douglas CJ. Diarylindenotetracenes via a selective cross-coupling/C-H functionalization: electron donors for organic photovoltaic cells. Organic Letters. 14: 1390-3. PMID 22381100 DOI: 10.1021/ol300098p  1
2011 Rondla NR, Levi SM, Ryss JM, Vanden Berg RA, Douglas CJ. Palladium-catalyzed C-CN activation for intramolecular cyanoesterification of alkynes. Organic Letters. 13: 1940-3. PMID 21417453 DOI: 10.1021/ol200274h  1
2011 Hoang GT, Reddy VJ, Nguyen HH, Douglas CJ. Insertion of an alkene into an ester: intramolecular oxyacylation reaction of alkenes through acyl C-O bond activation. Angewandte Chemie (International Ed. in English). 50: 1882-4. PMID 21328662 DOI: 10.1002/anie.201005767  1
2011 Yagodkin E, McGarry KA, Douglas CJ. Preparation of 6,11-dihydroxy-5,12-tetracenedione Organic Preparations and Procedures International. 43: 360-363. DOI: 10.1080/00304948.2011.594006  1
2011 Reddy VJ, Douglas CJ. Catalytic C-CN activation and asymmetric cyanoamidation of alkenes: Total syntheses of (+)-horsfiline, (-)-coerulescine, and (-)-esermethole (Tetrahedron (2010) 66, 26, (4719-4729) DOI: 10.1016/j.tet.2010.02.096) Tetrahedron. 67: 5360. DOI: 10.1016/j.tet.2011.05.063  1
2011 Gu X, Luhman WA, Yagodkin E, Holmes RJ, Douglas CJ. Synthesis and photovoltaic application of diarylindenotetracenes from a cross-coupling/C-H activation cascade reaction of peri-substituted tetrachlorotetracene Acs National Meeting Book of Abstracts 1
2010 Reddy VJ, Douglas CJ. Highly enantioselective intramolecular cyanoamidation: (+)-horsfiline, (-)-coerulescine, and (-)-esermethole. Organic Letters. 12: 952-5. PMID 20104898 DOI: 10.1021/ol902949d  1
2010 Yagodkin E, Douglas CJ. Low temperature Kumada-Corriu cross-coupling of polychlorinated acene derivatives and a synthesis of sterically demanding acenes Tetrahedron Letters. 51: 3037-3040. DOI: 10.1016/j.tetlet.2010.03.121  1
2009 Wentzel MT, Reddy VJ, Hyster TK, Douglas CJ. Chemoselectivity in catalytic C-C and C-H bond activation: controlling intermolecular carboacylation and hydroarylation of alkenes. Angewandte Chemie (International Ed. in English). 48: 6121-3. PMID 19591181 DOI: 10.1002/anie.200902215  1
2009 Dreis AM, Douglas CJ. Catalytic carbon-carbon sigma bond activation: an intramolecular carbo-acylation reaction with acylquinolines. Journal of the American Chemical Society. 131: 412-3. PMID 19105696 DOI: 10.1021/ja8066308  1
2009 Yagodkin E, Xia Y, Kalihari V, Frisbie CD, Douglas CJ. Synthesis, solid state properties, and semiconductor measurements of 5,6,11,12-tetrachlorotetracene Journal of Physical Chemistry C. 113: 16544-16548. DOI: 10.1021/jp904476z  1
2008 Stewart IC, Douglas CJ, Grubbs RH. Increased efficiency in cross-metathesis reactions of sterically hindered olefins. Organic Letters. 10: 441-4. PMID 18177048 DOI: 10.1021/ol702624n  1
2007 Becker MH, Chua P, Downham R, Douglas CJ, Garg NK, Hiebert S, Jaroch S, Matsuoka RT, Middleton JA, Ng FW, Overman LE. Total synthesis of (-)-sarain A. Journal of the American Chemical Society. 129: 11987-2002. PMID 17850086 DOI: 10.1021/ja074300t  1
2005 Douglas CJ, Hiebert S, Overman LE. Toward an enantioselective total synthesis of sarain A: construction of an advanced intermediate and rearrangement of the sarain A core under mild conditions. Organic Letters. 7: 933-6. PMID 15727478 DOI: 10.1021/ol050038m  1
2005 Anderson CE, Donde Y, Douglas CJ, Overman LE. Catalytic asymmetric synthesis of chiral allylic amines. Evaluation of ferrocenyloxazoline palladacycle catalysts and imidate motifs. The Journal of Organic Chemistry. 70: 648-57. PMID 15651813 DOI: 10.1021/jo048490r  1
2004 Douglas CJ, Overman LE. Catalytic asymmetric synthesis of all-carbon quaternary stereocenters. Proceedings of the National Academy of Sciences of the United States of America. 101: 5363-7. PMID 14724294 DOI: 10.1073/pnas.0307113101  1
2003 Shen HC, Wang J, Cole KP, McLaughlin MJ, Morgan CD, Douglas CJ, Hsung RP, Coverdale HA, Gerasyuto AI, Hahn JM, Liu J, Sklenicka HM, Wei LL, Zehnder LR, Zificsak CA. A formal [3 + 3] cycloaddition reaction. Improved reactivity using alpha,beta-unsaturated iminium salts and evidence for reversibility of 6pi-electron electrocyclic ring closure of 1-oxatrienes. The Journal of Organic Chemistry. 68: 1729-35. PMID 12608785 DOI: 10.1021/jo020688t  1
2003 Frederick MO, Mulder JA, Tracey MR, Hsung RP, Huang J, Kurtz KC, Shen L, Douglas CJ. A copper-catalyzed C-N bond formation involving sp-hybridized carbons. A direct entry to chiral ynamides via N-alkynylation of amides. Journal of the American Chemical Society. 125: 2368-9. PMID 12603105 DOI: 10.1021/ja021304j  1
2001 Wei LL, Mulder JA, Xiong H, Zificsak CA, Douglas CJ, Hsung RP. Efficient preparations of novel ynamides and allenamides Tetrahedron. 57: 459-466.  1
1999 Hsung RP, Shen HC, Douglas CJ, Morgan CD, Degen SJ, Yao LJ. Sequential 1,2-Addition-Electrocyclic Ring Closures Involving Acyclic alpha,beta-Unsaturated Iminiums: A Formal [3 + 3] Cycloaddition Strategy to Unique Pyranyl Spirocycles. The Journal of Organic Chemistry. 64: 690-691. PMID 11674130  1
1999 Hsung RP, Shen HC, Douglas CJ, Morgan CD, Degen SJ, Yao LJ. Sequential 1,2-addition-electrocyclic ring closures involving acyclic α,β-unsaturated iminiums: A formal [3 + 3] cycloaddition strategy to unique pyranyl spirocycles Journal of Organic Chemistry. 64: 690-691. DOI: 10.1021/jo982165k  1
1999 Wei LL, Xiong H, Douglas CJ, Hsung RP. Inverse demand [4+2] cycloaddition reactions of allenamides: Reactivity scopes of an electron deficient variant of allenamines Tetrahedron Letters. 40: 6903-6907. DOI: 10.1016/S0040-4039(99)01354-4  1
1999 Douglas CJ, Sklenicka HM, Shen HC, Mathias DS, Degen SJ, Golding GM, Morgan CD, Shih RA, Mueller KL, Seurer LM, Johnson EW, Hsung RP. Synthesis and UV studies of a small library of 6-aryl-4-hydroxy-2- pyrones. A relevant structural feature for the inhibitory property of arisugacin against acetylcholinesterase Tetrahedron. 55: 13683-13696. DOI: 10.1016/S0040-4020(99)00847-9  1
1999 Hsung RP, Zificsak CA, Wei LL, Douglas CJ, Xiong H, Mulder JA. Lewis acid promoted hetero [2 + 2] cycloaddition reactions of aldehydes with 10-propynyl-9(10h)-acridone. A highly stereoselective synthesis of acrylic acid derivatives and 1,3-dienes using an electron deficient variant of ynamine Organic Letters. 1: 1237-1240.  1
1999 Hsung RP, Wei LL, Sklenicka HM, Douglas CJ, McLaughlin MJ, Mulder JA, Yao LJ. Formal cycloaddition reactions of vinylogous amides with α,β-Unsaturated iminiums. A strategy for constructing piperidinyl heterocycles Organic Letters. 1: 509-512.  1
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