Dehydrogenative cross-coupling of primary alcohols to form cross-esters catalyzed by a manganese pincer complex

Uttam Kumar Das; Yehoshoa Ben-David; Gregory Leitus; Yael Diskin-Posner; David Milstein

doi:10.1021/acscatal.8b04585

Dehydrogenative cross-coupling of primary alcohols to form cross-esters catalyzed by a manganese pincer complex

Uttam Kumar Das, Yehoshoa Ben-David, Gregory Leitus, Yael Diskin-Posner, David Milstein

Weizmann Institute of Science, Israel

Research output: Contribution to journal › Article › peer-review

20 Citations (Scopus)

Abstract

Base-metal-catalyzed dehydrogenative cross-coupling of primary alcohols to form cross-esters as major products, liberating hydrogen gas, is reported. The reaction is catalyzed by a pincer complex of earth-abundant manganese in the presence of catalytic base, without any hydrogen acceptor or oxidant. Mechanistic insight indicates that a dearomatized complex is the actual catalyst, and indeed this independently prepared dearomatized complex catalyzes the reaction under neutral conditions.

Original language	English
Pages (from-to)	479-484
Number of pages	6
Journal	ACS Catalysis
Volume	9
Issue number	1
DOIs	https://doi.org/10.1021/acscatal.8b04585
Publication status	Published - Jan 4 2019

Keywords

cross-ester
dehydrogenation
hydrogen
manganese
pincer complex
primary alcohol

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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AU - Das, Uttam Kumar

AU - Ben-David, Yehoshoa

AU - Leitus, Gregory

AU - Diskin-Posner, Yael

AU - Milstein, David

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AB - Base-metal-catalyzed dehydrogenative cross-coupling of primary alcohols to form cross-esters as major products, liberating hydrogen gas, is reported. The reaction is catalyzed by a pincer complex of earth-abundant manganese in the presence of catalytic base, without any hydrogen acceptor or oxidant. Mechanistic insight indicates that a dearomatized complex is the actual catalyst, and indeed this independently prepared dearomatized complex catalyzes the reaction under neutral conditions.

KW - cross-ester

KW - dehydrogenation

KW - hydrogen

KW - manganese

KW - pincer complex

KW - primary alcohol

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