Issue 19, 2019
From the journal:

Chemical Communications

Aldehyde effect and ligand discovery in Ru-catalyzed dehydrogenative cross-coupling of alcohols to esters†

Xiaolin Jiang,ab   Jiahui Zhang,bc   Dongmei Zhao*a  and  Yuehui Li ORCID logo *b  

* Corresponding authors

a Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China
E-mail: dongmeiz-67@163.com

b State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou 730000, China
E-mail: yhli@licp.cas.cn

c College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou, P. R. China

Abstract

The presence of different aldehydes is found to have a significant influence on the catalytic performance when using PN(H)P type ligands for dehydrogenation of alcohols. Accordingly, hybrid multi-dentate ligands were discovered based on an oxygen-transfer alkylation of PNP ligands by aldehydes. The relevant Ru-PNN(PO) system provided the desired unsymmetrical esters in good yields via acceptorless dehydrogenation of alcohols. Hydrogen bonding interactions between the phosphine oxide moieties and alcohol substrates likely assisted the observed high chemoselectivity.

Graphical abstract: Aldehyde effect and ligand discovery in Ru-catalyzed dehydrogenative cross-coupling of alcohols to esters

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Article information

DOI
https://doi.org/10.1039/C8CC10315A
Article type
Communication
Submitted
31 Dec 2018
Accepted
04 Feb 2019
First published
05 Feb 2019

Chem. Commun., 2019,55, 2797-2800

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Aldehyde effect and ligand discovery in Ru-catalyzed dehydrogenative cross-coupling of alcohols to esters

X. Jiang, J. Zhang, D. Zhao and Y. Li, Chem. Commun., 2019, 55, 2797 DOI: 10.1039/C8CC10315A

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