Acceptorless Dehydrogenative Cross-Coupling of Primary Alcohols Catalyzed by an N-Heterocyclic Carbene-Nitrogen-Phosphine Chelated Ruthenium(II) Complex.

J Org Chem

Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P. R. China.

Published: April 2022

The acceptorless dehydrogenative cross-coupling of primary alcohols to form cross-esters with the liberation of H gas was enabled using a [RuCl(η-CH)(κ-CNP)][PF]Cl complex as the catalyst. This sustainable protocol is applicable to a broad range of primary alcohols, particularly for the sterically demanding ones, featuring good functional group tolerance and high selectivity. The good catalytic performance can be attributed to the nitrogen-phosphine-functionalized N-heterocyclic carbene (CNP) ligand, which adopts a facial coordination mode as well as the facile dissociation of coordinated benzene.

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http://dx.doi.org/10.1021/acs.joc.1c02828DOI Listing

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