Metal‐Free Catalytic Hydrogenation
2007; Wiley; Volume: 46; Issue: 42 Linguagem: Inglês
10.1002/anie.200702908
ISSN1521-3773
AutoresP.A. Chase, Gregory C. Welch, Titel Jurca, Douglas W. Stephan,
Tópico(s)Chemical Synthesis and Analysis
ResumoAngewandte Chemie International EditionVolume 46, Issue 42 p. 8050-8053 Communication Metal-Free Catalytic Hydrogenation† Correction(s) for this article Metal-Free Catalytic Hydrogenation Preston A. Chase, Gregory C. Welch, Titel Jurca, Douglas W. Stephan Prof. Dr., Volume 46Issue 48Angewandte Chemie International Edition pages: 9136-9136 First Published online: December 5, 2007 Preston A. Chase, Preston A. Chase Department of Chemistry and Biochemistry, University of Windsor, Windsor, Ontario, N9B 3P4, Canada, Fax: (+1) 519-973-7098Search for more papers by this authorGregory C. Welch, Gregory C. Welch Department of Chemistry and Biochemistry, University of Windsor, Windsor, Ontario, N9B 3P4, Canada, Fax: (+1) 519-973-7098Search for more papers by this authorTitel Jurca, Titel Jurca Department of Chemistry and Biochemistry, University of Windsor, Windsor, Ontario, N9B 3P4, Canada, Fax: (+1) 519-973-7098Search for more papers by this authorDouglas W. Stephan Prof. Dr., Douglas W. Stephan Prof. Dr. [email protected] Department of Chemistry and Biochemistry, University of Windsor, Windsor, Ontario, N9B 3P4, Canada, Fax: (+1) 519-973-7098Search for more papers by this author Preston A. Chase, Preston A. Chase Department of Chemistry and Biochemistry, University of Windsor, Windsor, Ontario, N9B 3P4, Canada, Fax: (+1) 519-973-7098Search for more papers by this authorGregory C. Welch, Gregory C. Welch Department of Chemistry and Biochemistry, University of Windsor, Windsor, Ontario, N9B 3P4, Canada, Fax: (+1) 519-973-7098Search for more papers by this authorTitel Jurca, Titel Jurca Department of Chemistry and Biochemistry, University of Windsor, Windsor, Ontario, N9B 3P4, Canada, Fax: (+1) 519-973-7098Search for more papers by this authorDouglas W. Stephan Prof. Dr., Douglas W. Stephan Prof. Dr. [email protected] Department of Chemistry and Biochemistry, University of Windsor, Windsor, Ontario, N9B 3P4, Canada, Fax: (+1) 519-973-7098Search for more papers by this author First published: 12 October 2007 https://doi.org/10.1002/anie.200702908Citations: 552 † Financial support from NSERC of Canada is acknowledged. G.C.W. is grateful for an NSERC scholarship. Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Graphical Abstract Phosphonium borates of the form R2PH(C6F4)BH(C6F5)2 are shown to be metal-free hydrogenation catalysts (see scheme) that effect reduction of sterically hindered imines and aziridines, as well as B(C6F5)3-protected unhindered imines and nitriles, at relatively low H2 pressures and temperatures. References 1J. G. de Vries, C. J. Elsevier, The Handbook of Homogeneous Hydrogenation, Wiley-VCH, Weinheim, 2007. 2H. U. Blaser, C. Malan, B. Pugin, F. Spindler, H. Steiner, M. Studer, Adv. Synth. Catal. 2003, 345, 103. 3R. H. Crabtree, The Organometallic Chemistry of the Transition Metals, 2nd ed., Wiley, New York, 1994. 4M. Yamakawa, H. Ito, R. Noyori, J. Am. Chem. Soc. 2000, 122, 1466. 5K. Abdur-Rashid, A. J. Lough, R. H. Morris, Organometallics 2000, 19, 2655. 6A. Berkessel, T. J. S. Schubert, T. N. Mueller, J. Am. Chem. Soc. 2002, 124, 8693. 7P. I. Dalko, L. Moisan, Angew. Chem. 2004, 116, 5248– 5286; Angew. Chem. Int. Ed. 2004, 43, 5138. 8H. Adolfsson, Angew. Chem. 2005, 117, 3404; Angew. Chem. Int. Ed. 2005, 44, 3340. 9M. Rueping, A. P. Antonchick, T. Theissmann, Angew. Chem. 2006, 118, 6903– 6907; Angew. Chem. Int. Ed. 2006, 45, 3683. 10J. B. Tuttle, S. G. Ouellet, D. W. C. MacMillan, J. Am. Chem. Soc. 2006, 128, 12662. 11J. W. Yang, M. T. Hechavarria Fonseca, B. List, Angew. Chem. 2004, 116, 6829; Angew. Chem. Int. Ed. 2004, 43, 6660. 12G. H. Spikes, J. C. Fettinger, P. P. Power, J. Am. Chem. Soc. 2005, 127, 12232. 13G. C. Welch, L. Cabrera, P. A. Chase, E. Hollink, J. D. Masuda, P. Wei, D. W. Stephan, Dalton Trans. 2007, 3407. 14G. C. Welch, D. W. Stephan, J. Am. Chem. Soc. 2007, 129, 1880. 15G. D. Frey, V. Lavallo, B. Donnadieu, W. W. Schoeller, G. Bertrand, Science 2007, 316, 439. 16G. C. Welch, R. R. S. Juan, J. D. Masuda, D. W. Stephan, Science 2006, 314, 1124. 17M. L. Clarke, G. J. Roff, The Handbook of Homogeneous Hydrogenation (Eds.: ), Wiley-VCH, Weinheim, 2007, p. 413. 18F. Spindler, H.-U. 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Citing Literature Supporting Information Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z702908_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume46, Issue42October 22, 2007Pages 8050-8053 ReferencesRelatedInformation
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