Issue 7, 2016
From the journal:

Chemical Science

Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst†

Junjie Cheng,a   Meijuan Zhu,a   Chao Wang, ORCID logo *a   Junjun Li,a   Xue Jiang,a   Yawen Wei,a   Weijun Tang,a   Dong Xuea  and  Jianliang Xiao*ab  

* Corresponding authors

a Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an, China
E-mail: c.wang@snnu.edu.cn

b Department of Chemistry, University of Liverpool, Liverpool, UK
E-mail: j.xiao@liverpool.ac.uk

Abstract

Dehydrogenative cross-coupling of aldehydes with alcohols as well as dehydrogentive cross-coupling of primary alcohols to produce esters have been developed using a Rh-terpyridine catalyst. The catalyst demonstrates broad substrate scope and good functional group tolerance, affording esters highly selectively. The high chemoselectivity of the catalyst stems from its preference for dehydrogenation of benzylic alcohols over aliphatic ones. Preliminary mechanistic studies suggest that the active catalyst is a dimeric Rh(II) species, operating via a mechanism involving metal–base–metal cooperativity.

Graphical abstract: Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst

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Article information

DOI
https://doi.org/10.1039/C6SC00145A
Article type
Edge Article
Submitted
12 Jan 2016
Accepted
27 Mar 2016
First published
29 Mar 2016
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2016,7, 4428-4434

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Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(II) catalyst

J. Cheng, M. Zhu, C. Wang, J. Li, X. Jiang, Y. Wei, W. Tang, D. Xue and J. Xiao, Chem. Sci., 2016, 7, 4428 DOI: 10.1039/C6SC00145A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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