B(C6F5)3‐Catalyzed Transfer Hydrogenation of Imines and Related Heteroarenes Using Cyclohexa‐1,4‐dienes as a Dihydrogen Source |
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| Authors: | Dr Indranil Chatterjee Prof?Dr Martin Oestreich |
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| Affiliation: | Institut für Chemie, Technische Universit?t Berlin, Strasse des 17. Juni 115, 10623 Berlin (Germany) http://www.organometallics.tu‐berlin.de |
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| Abstract: | The strong boron Lewis acid tris(pentafluorophenyl)borane, B(C6F5)3, is shown to abstract a hydride from suitably donor‐substituted cyclohexa‐1,4‐dienes, eventually releasing dihydrogen. This process is coupled with the FLP‐type (FLP=frustrated Lewis pair) hydrogenation of imines and nitrogen‐containing heteroarenes that are catalyzed by the same Lewis acid. The net reaction is a B(C6F5)3‐catalyzed, i.e., transition‐metal‐free, transfer hydrogenation using easy‐to‐access cyclohexa‐1,4‐dienes as reducing agents. Competing reaction pathways with or without the involvement of free dihydrogen are discussed. |
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| Keywords: | boron homogeneous catalysis hydrogenation Lewis acids reduction |
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