Issue 22, 2014

Practically convenient and industrially-aligned methods for iridium-catalysed hydrogen isotope exchange processes

Abstract

The use of alternative solvents in the iridium-catalysed hydrogen isotope exchange reaction with developing phosphine/NHC Ir(I) complexes has identified reaction media which are more widely applicable and industrially acceptable than the commonly employed chlorinated solvent, dichloromethane. Deuterium incorporation into a variety of substrates has proceeded to deliver high levels of labelling (and regioselectivity) in the presence of low catalyst loadings and over short reaction times. The preparative outputs have been complemented by DFT studies to explore ligand orientation, as well as solvent and substrate binding energies within the catalyst system.

Graphical abstract: Practically convenient and industrially-aligned methods for iridium-catalysed hydrogen isotope exchange processes

Supplementary files

Article information

Article type
Paper
Submitted
28 Feb 2014
Accepted
09 Apr 2014
First published
10 Apr 2014

Org. Biomol. Chem., 2014,12, 3598-3603

Author version available

Practically convenient and industrially-aligned methods for iridium-catalysed hydrogen isotope exchange processes

A. R. Cochrane, C. Idziak, W. J. Kerr, B. Mondal, L. C. Paterson, T. Tuttle, S. Andersson and G. N. Nilsson, Org. Biomol. Chem., 2014, 12, 3598 DOI: 10.1039/C4OB00465E

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