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Acyl Protection Strategy for Synthesis of a Protic NHC Complex via N-Acyl Methanolysis

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journal contribution
posted on 08.11.2010, 00:00 by Graham E. Dobereiner, Catherine A. Chamberlin, Nathan D. Schley, Robert H. Crabtree
In a new strategy for the synthesis of protic NHC complexes, iridium and rhodium complexes of N-benzoyl-substituted NHCs are first generated by direct deprotonation of an acyl-protected imidazolium salt. Deprotection of the acyl group with methanol then gives methyl benzoate and the protic NHC. This sequence represents a new strategy for the synthesis of protic NHC complexes. We expect this strategy to have useful generality.

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