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. 2017 Apr 3;56(15):4229-4233.
doi: 10.1002/anie.201700681. Epub 2017 Mar 20.

Manganese-Catalyzed N-Formylation of Amines by Methanol Liberating H2 : A Catalytic and Mechanistic Study

Subrata Chakraborty  1 , Urs Gellrich  1 , Yael Diskin-Posner  2 , Gregory Leitus  2 , Liat Avram  2 , David Milstein  1
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Manganese-Catalyzed N-Formylation of Amines by Methanol Liberating H2 : A Catalytic and Mechanistic Study

Subrata Chakraborty et al. Angew Chem Int Ed Engl. .

Abstract

The first example of a base metal (manganese) catalyzed acceptorless dehydrogenative coupling of methanol and amines to form formamides is reported herein. The novel pincer complex (iPr-PNH P)Mn(H)(CO)2 catalyzes the reaction under mild conditions in the absence of any additives, bases, or hydrogen acceptors. Mechanistic insight based on the observation of an intermediate and DFT calculations is also provided.

Keywords: dehydrogenation; formylation; manganese; methanol; pincer complexes.

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