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Direct synthesis of amides by acceptorless dehydrogenative coupling of benzyl alcohols and ammonia catalyzed by a manganese pincer complex: unexpected crucial role of base

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Author(s)

Prosenjit Daw, Amit Kumar, Noel A.E. Jalapa, Yehoshoa Ben-David, David Milstein

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Abstract

Amide synthesis is one of the most important transformations in chemistry and biology. The direct use of ammonia for the incorporation of nitrogen functionalities in organic molecules is an attractive and environmentally benign method. We present here a new synthesis of amides by acceptorless dehydrogenative coupling of benzyl alcohols and ammonia. The reaction is catalyzed by a pincer complex of earth-abundant manganese in the presence of a stoichiometric base, making the overall process economical, efficient, and sustainable. Interesting mechanistic insights based on detailed experimental observations, indicating the crucial role of the base, are provided.
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Original languageEnglish
Pages (from-to)12202-12206
JournalJournal of the American Chemical Society
Volume141
Issue number31
Early online date15 Jul 2019
DOIs
Publication statusPublished - 7 Aug 2019

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