Acceptorless, Reversible Dehydrogenation and Hydrogenation of N-Heterocycles with a Cobalt Pincer Catalyst
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Abstract
Acceptorless, reversible dehydrogenation and hydrogenation reactions involving N-heterocycles are reported with a well-defined cobalt complex supported by an aminobis(phosphine) [PN(H)P] pincer ligand. Several N-heterocycle substrates have been evaluated under dehydrogenation and hydrogenation conditions. The cobalt-catalyzed amine dehydrogenation step, a key step in the dehydrogenation process, has been independently verified. Control studies with related cycloalkanes suggest that a direct acceptorless alkane dehydrogenation pathway is unlikely. The metal–ligand cooperativity is probed with the related [PN(Me)P] derivative of the cobalt catalyst. These results suggest a bifunctional dehydrogenation pathway and a nonbifunctional hydrogenation mechanism.
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