Issue 27, 2020
From the journal:

Chemical Science

Synthesis of oxalamides by acceptorless dehydrogenative coupling of ethylene glycol and amines and the reverse hydrogenation catalyzed by ruthenium†

You-Quan Zou, ORCID logo ‡§a   Quan-Quan Zhou,‡a   Yael Diskin-Posner, ORCID logo b   Yehoshoa Ben-Davida  and  David Milstein ORCID logo *a  

* Corresponding authors

a Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel
E-mail: david.milstein@weizmann.ac.il

b Chemical Research Support, Weizmann Institute of Science, Rehovot 76100, Israel

Abstract

A sustainable, new synthesis of oxalamides, by acceptorless dehydrogenative coupling of ethylene glycol with amines, generating H2, homogeneously catalyzed by a ruthenium pincer complex, is presented. The reverse hydrogenation reaction is also accomplished using the same catalyst. A plausible reaction mechanism is proposed based on stoichiometric reactions, NMR studies, X-ray crystallography as well as observation of plausible intermediates.

Graphical abstract: Synthesis of oxalamides by acceptorless dehydrogenative coupling of ethylene glycol and amines and the reverse hydrogenation catalyzed by ruthenium

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Article information

DOI
https://doi.org/10.1039/D0SC02065F
Article type
Edge Article
Submitted
09 Apr 2020
Accepted
20 Jun 2020
First published
22 Jun 2020
This article is Open Access

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

Chem. Sci., 2020,11, 7188-7193

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Synthesis of oxalamides by acceptorless dehydrogenative coupling of ethylene glycol and amines and the reverse hydrogenation catalyzed by ruthenium

Y. Zou, Q. Zhou, Y. Diskin-Posner, Y. Ben-David and D. Milstein, Chem. Sci., 2020, 11, 7188 DOI: 10.1039/D0SC02065F

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