Issue 31, 2019

Switchable hydrogenation with a betaine-derived bifunctional Ir–NHC catalyst

Abstract

A bifunctional iridium catalyst based on the ‘uracil–abnormal NHC’ hybrid ligand platform was developed for switchable hydrogenation of quinoxalines. Control studies suggested heterolytic H2 activation via a metal–ligand bifunctional operation to generate Ir–H and an adjacent protic O–H group for facile H+/H transfer to quinoxaline. The presence of a base blocked the most essential H+-transfer step thus switching off the catalysis, while an acid stimulus reversed the action to switch on the reaction again.

Graphical abstract: Switchable hydrogenation with a betaine-derived bifunctional Ir–NHC catalyst

Supplementary files

Article information

Article type
Communication
Submitted
01 Nah 2019
Accepted
25 Cig 2019
First published
25 Cig 2019

Chem. Commun., 2019,55, 4574-4577

Switchable hydrogenation with a betaine-derived bifunctional Ir–NHC catalyst

B. Maji and J. Choudhury, Chem. Commun., 2019, 55, 4574 DOI: 10.1039/C9CC00972H

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