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PUBLICATIONS

# Authors Title Reference Notes
26 Bertram, J. H.
Mulliner, K. M.
Shi, K.
Plunkett, M. H.
Nixon, N. A.
Serratore, N. A.
Douglas, C. J.
Aihara, H.
Barney, B. M.* 		Characterization of Five Fatty Aldehyde Dehydrogenase Enzymes From Marinobacter and Acinetobacter: Structural Insights into the Aldehyde Binding Pocket Applied and Environmental Microbiology 2017 – in press
25 Benduhn, J.*
Tvingstedt, K.
Piersimoni, F.
Ullbrich, S.
Fan, Y.
Tropiano, M.
McGarry, K. A.
Douglas, C. J.
Zeika, O.
Riede, M.
Marder, S.
Neher, D.
Spoltore, D.
Vanderwal, K.* 		Energy-Gap Law for Non-Radiative Recombination in Fullerene Based Organic Solar Cells Nature Energy 2017, 2, 17053.
24 Ren, X.*
Bruzek, M. J.
Hanifi, D. A.
Schulzetenberg, A.
Wu, Y.
Kim, C. H.
Zhang, Z.
Johns, J. E.
Salleo, A.
Fratini, S.
Troisi, A.
Douglas, C. J.
Frisbie, C. D.* 		Negative Isotope Effect on Field-Effect Hole Transport in Fully Substituted 13C-Rubrene Advanced Electronic Materials 2017, 3, 1700018.
23 Frost, G. B.†
Serratore, N. A.†
Ogilvie, J. M.
Douglas, C. J.* 		Mechanistic Model for Enantioselective Intramolecular Alkene Cyanoamidation via Palladium-Catalyzed C–CN Bond Activation The Journal of Organic Chemistry 2017, 82, 3721–3726.
22 Hoang, G. T.†
Walsh, D. J.†
McGarry, K. A.
Anderson, K. B.
Douglas, C. J.* 		Development and Mechanistic Study of Quinoline-Directed Acyl C–O Bond Activation and Alkene Oxyacylation Reactions The Journal of Organic Chemistry 2017, 82, 2972–2983.
21 Ogden, W. A.
Ghosh, S.
Bruzek, M. J.
McGarry, K. A.
Balhorn, L.
Young, V. G.
Purvis, L. G.
Wegwerth, S. E.
Zhang, Z.
Serratore, N. A.
Cramer, C. J.*
Gagliardi, L.*
Douglas, C. J.* 		Partial Fluorination as a Strategy for Crystal Engineering of Rubrene Derivatives Crystal Growth and Design 2017, 17, 643–658.
20 Dreis, A. M.
Otte, S. C.
Eastwood, M. S.
Alonzi, E. R.
Brethorst, J. T.
Douglas, C. J.* 		Diastereoselective Intramolecular Cyanoamidation with Alkenes European Journal of Organic Chemistry 2017, 45–48.
19 Zhang, Z.
Ogden, W. A.
Young, V. G.
Douglas, C. J.* 		Synthesis, electrochemical properties, and crystal packing of perfluororubrene Chemical Communications 2016, 52, 8127–8130.
18 Jiang, X.
Pan, Z.
Douglas, C. J.* 		Cyclization of an alkene-bearing cyclopentanone: The role of rhodium and Brønsted acid Tetrahedron Letters 2015, 56, 5324–5327.
17 Hoang, G. T.
Pan, Z.
Brethorst, J. T.
Douglas, C. J.* 		Intramolecular Oxyacylation of Alkenes Using a Hydroxyl Directing Group Journal of Organic Chemistry 2014, 79, 11383–11394.
16 Rondla, N. R.
Ogilvie, J. M.
Pan, Z.
Douglas, C. J.* 		Palladium catalyzed intramolecular acylcyanation of alkenes using α‑iminonitriles Chemical Communications 2014, 50, 8974–8977.
15 Pan, Z.
Pound, S. M.
Rondla, N. R.
Douglas, C. J.* 		Intramolecular Aminocyanation of Alkenes by N–CN Bond Cleavage Angewandte Chemie International Edition 2014, 53, 5170–5174.
14 Dreis, A. M.;
Douglas, C. J.* 		Carbon–Carbon Bond Activation with 8-Acylquinolines Topics in Current Chemistry 2014.
13 Xie, W.
Prabhumirashi, P. L.
Nakayama, Y.
McGarry, K. A.
Geier, M. L.
Uragami, Y.
Mase, K.
Douglas, C. J.
Ishii, H.;
Hersam, M. C.
Frisbie, C. D.* 		Utilizing Carbon Nanotube Electrodes to Improve Charge Injection and Transport in Bis(trifluoromethyl)-Dimethyl-Rubrene (fm-rubrene) Ambipolar Single Crystal Transistors ACS Nano 2013, 7, 10245–10256.
12 Mullenbach, T. K.
McGarry, K. A.
Luhman, W. A.
Douglas, C. J.*
Holmes, R. J.* 		Connecting Molecular Structure and Exciton Diffusion Length in Rubrene Derivatives Advanced Materials 2013, 25, 3689–3693.
11 McGarry, K. A.
Xie, W.
Sutton, C.
Risko, C.
Wu, Y.
Young, V. G.
Brédas, J.‑L.
Frisbie, C. D.*
Douglas, C. J.* 		Rubrene-Based Single-Crystal Organic Semiconductors: Synthesis, Electronic Structure, and Charge-Transport Properties Chemistry of Materials 2013, 25, 2254–2263.
10 Xie, W.
McGarry, K. A.
Liu, F.
Wu, Y.
Ruden, P. P.
Douglas, C. J.*
Frisbie, C. D.* 		High-Mobility Transistors Based on Single Crystals of Isotopically Substituted Rubrene‑ d28 The Journal of Physical Chemistry C 2013, 117, 2254–2263.
9 Beletskiy, E. V.
Sudheer, C.
Douglas, C. J.*
 Cooperative Catalysis Approach to Intramolecular Hydroacylation Journal of Organic Chemistry 2012, 77, 5884–5893. Feature Article
8 Gu, X.
Luhman, W. A.
Yagodkin, E.
Holmes, R. J.*
Douglas, C. J.* 		Diarylindenotetracences via Selective Cross‑Coupling/C–H Functionalization: Electron Donors for Organic Photovoltaic Cells Organic Letters 2012, 1390–1393.
7 Yagodkin, E.
McGarry, K. A.
Douglas, C. J.*
 Preparation of 6,11-Dihydroxy-5,12-Tetracenedione Organic Preparations and Procedures International 2011, 43, 360–363.
6 Rondla, N. R.
Levi, S. M.
Ryss, J. M.
Vanden Berg, R. A.
Douglas, C. J.* 		Palladium-Catalyzed CC–CN Activation for Intramolecular Cyanoesterification of Alkynes Organic Letters 2011, 13, 1940–1943.
5 Hoang, G. T.
Reddy, V. J.
Nguyen, H. H. K.
Douglas, C. J.* 		Intramolecular Oxyacylation Reaction of Alkenes via Acyl C–O Bond Activation Angewandte Chemie International Edition 2011, 50, 1882–1884. Selected by the Editorial Board as a 'Hot Paper' and highlighted by Nachrichten aus der Chemie
4 Yagodkin, E.
Douglas, C. J.* 		Low Temperature Kumada‑Corriu Cross‑Coupling of Polychlorinated Acene Derivatives and a Synthesis of Sterically Demanding Acenes Tetrahedron Letters 2010, 51, 3037–3040
3 Yagodkin, E.
Xia, Y.
Kalihari, V.
Frisbie, C. D.*
Douglas, C. J.* 		Synthesis, Solid State Properties, and Semiconductor Measurements of 5,6,11,12-Tetrachlorotetracene Journal of Physical Chemistry C. 2009, 113, 16544–16548.
2 Wentzel, M. T.
Reddy, V. J.
Hyster, T. K.
Douglas, C. J.* 		Chemoselectivity in Catalytic C–C and C–H Bond Activation: Controlling Intermolecular Carboacylation and Hydroarylation of Alkenes Angewandte Chemie International Edition 2009, 48, 6121–6123.
1 Dreis, A. M.
Douglas, C. J.* 		Catalytic Carbon–Carbon σ Bond Activation: An Intramolecular Carbo-Acylation Reaction Journal of the American Chemical Society 2009, 131, 412–413.

FROM SUPERVISED CAREER

# Authors Title Reference Notes
13 Stewart, I. C.
Douglas, C. J.
Grubbs, R. H.* 		Increased Efficiency in Cross‑Metathesis Reactions of Sterically‑Hindered Olefins Organic Letters 2008, 10, 441–444. Second‑most accessed paper from Org. Lett. between January and March 2005
12 Becker, M. H.
Chua, P.
Downham, R.
Douglas, C. J
Garg, N. K.
Hiebert, S.
Jaroch, S.
Matsuoka, R. T.
Middleton, J. A.
Ng, F. W.
Overman, L. E.* 		Total Synthesis of (–)‑Sarain A Journal of the American Chemical Society 2007, 129, 11987–12002. Most accessed paper from J. Am. Chem. Soc. between July and September 2007.
11 Douglas, C. J.
Heibert, S.
Overman, L. E.* 		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 2005, 7, 933–936.
10 Anderson, C. E.
Donde, Y.
Douglas, C. J.
Overman, L. E.* 		Asymmetric Allylic Imidate Rearrangement. Evaluation and Synthesis of Novel Ferrocenyloxazoline Palladacyclic Catalysts and Imidate Motifs Journal of Organic Chemistry 2005, 70, 648–657.
9 Douglas, C. J.
Overman, L. E.* 		Catalytic Asymmetric Synthesis of All-Carbon Quaternary Stereocenters Proceedings of the National Academy of Sciences USA 2004, 101, 5363–5367.
8 Fredrick, M. O.
Mulder, J. A.
Tracey, M. R.
Hsung, R. P.*
Huang, J.
Kurtz, K. C. M.
Shen, L.
Douglas, C. J. 		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 2003, 125, 2368–2369.
7 Shen, H. C.
Wang, J. S.
Cole, K. P.
McLaughlin, M. J.
Morgan, C. D.
Douglas, C. J.
Hsung, R. P.* Coverdale, H. A.
Gerasyuto, A. I.
Hahn, J. M.
Liu, J.
Sklenicka, H. M.
Wei, L. L.
Zehnder, L. R.
Zificsak, C. A. 		A Formal [3+3] Cycloaddition Reaction. Improved Reactivity Using α,β-Unsaturated Iminium Salts and Evidence for Reversiblity of 6‑π-Electron Electrocyclic Ring Closure of 1‑Oxatrienes Journal of Organic Chemistry 2003, 68, 1729–1735.
6 Wei, L. L.
Mulder, J. A.
Xiong, H.
Zificsak, C. A.
Douglas, C. J.
Hsung, R. P.* 		Efficient Preparations of Novel Ynamides and Allenamides Tetrahedron 2001, 57, 459–466.
5 Hsung, R. P.*
Shen, H. C.
Douglas, C. J.
Morgan, C. D.
Degen, S. J.
Yao, L. J. 		Sequential 1,2-Addition–Electrocyclic Ring Closures Involving Acyclic α,β-Unsaturated Iminiums: A Formal [3+3] Cycloaddition Strategy to Unique Pyranyl Spirocylcles Journal of Organic Chemistry 1999, 64, 690–691.
4 Hsung, R. P.*
Wei, L.
Sklenicka, H. M.
Douglas, C. J.
McLaughlin, M. J.
Mulder, J. A.
Yao, L. J. 		Formal Cycloaddition Reaction of Vinylogous Amides with α, β-Unsaturated Iminiums. A Strategy for Construction Piperidinyl Hetrocycles Organic Letters 1999, 1, 509–512.
3 Hsung, R. P.*
Zificsak, C. A.
Wei, L.
Douglas, C. J.
Xiong, H.
Mulder, J. A. 		Hetro [2+2] Cycloaddition Reaction of 10-Alkynyl-9(10H)- acridones with Aldehydes. Stereoselective synthesis of Trisubstituted Alkenes and 1,3-Dienes Organic Letters 1999, 1, 1237–1240.
2 Wei, L.
Xiong, H.
Douglas, C. J.
Hsung, R. P.* 		Inverse Demand [4+2] Cycloaddition Reactions of Allenamides: Reactivity Scopes of An Electron Deficient Variant of Allenamines Tetrahedron Letters 1999, 40, 6903–6907.
1 Douglas, C. J.
Sklenicka, H. M.
Shen, H. C.
Mathias, D. S.
Degen, S. J.
Golding, G. M.
Morgan, C. D.
Shih, R. A.
Mueller, K. L.
Seurer, L. M.
Johnson, E. W.
Hsung, R. P.* 		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 1999, 55, 13683–13696.

SPONSORS

Agency Award Type Status
American Chemical Society, Petroleum Research Fund New Direction Current
NSF, Division of Chemistry CAREER Award Current
NIH, National Institute of General Medical Sciences, R01 Type Award Current
Dupont 2011 Young Investigator Award Former
Research Corporation for Science Advancement (RCSA) Cottrell Scholar Award Former
NSF, Division of Materials Research University of Minnesota Materials Research Science and Engineering Center (MRSEC) Former
University of Minnesota Laboratory Startup Funds Former
3M Foundation Non-tenured Faculty Grant Award Former
University of Minnesota, Institute on the Environment Initiative for Renewable Energy and the Environment (IREE) Former
American Chemical Society, Petroleum Research Fund Starter Grant Type G Former