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

You-Quan Zou, Quan-Quan Zhou, Yael Diskin-Posner, Yehoshoa Ben-David, David Milstein*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

28 Citations (Scopus)

Abstract

A sustainable, new synthesis of oxalamides, by acceptorless dehydrogenative coupling of ethylene glycol with amines, generating H-2, 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.

Original languageEnglish
Pages (from-to)7188-7193
Number of pages6
JournalChemical Science
Volume11
Issue number27
Early online date22 Jun 2020
DOIs
Publication statusPublished - 21 Jul 2020

Funding

This research was supported by the European Research Council (ERC AdG 692775). D. M. holds the Israel Matz Professorial Chair of Organic Chemistry. Y.-Q. Z. acknowledges the Sustainability and Energy Research Initiative (SAERI) of Weizmann Institute of Science for a research fellowship.

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