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

A R Cochrane, C Idziak, William Kerr, Bhaskar Mondal, Laura C Paterson, Tell Tuttle, S. Andersson, G.N. Nilsson

Research output: Contribution to journalArticle

29 Citations (Scopus)

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.
LanguageEnglish
Pages3598-3603
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number22
Early online date10 Apr 2014
DOIs
Publication statusPublished - 2014

Fingerprint

iridium isotopes
Iridium
hydrogen isotopes
Isotopes
Hydrogen
phosphine
catalysts
Regioselectivity
Catalysts
Deuterium
Methylene Chloride
Substrates
Binding energy
reaction time
phosphines
Discrete Fourier transforms
Labeling
marking
deuterium
binding energy

Keywords

  • solvents
  • iridium-catalysed hydrogen isotope
  • dichloromethane

Cite this

Cochrane, A R ; Idziak, C ; Kerr, William ; Mondal, Bhaskar ; Paterson, Laura C ; Tuttle, Tell ; Andersson, S. ; Nilsson, G.N. / Practically convenient and industrially-aligned methods for iridium-catalysed hydrogen isotope exchange processes. In: Organic and Biomolecular Chemistry. 2014 ; Vol. 12, No. 22. pp. 3598-3603.
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Practically convenient and industrially-aligned methods for iridium-catalysed hydrogen isotope exchange processes. / Cochrane, A R; Idziak, C; Kerr, William; Mondal, Bhaskar; Paterson, Laura C; Tuttle, Tell; Andersson, S.; Nilsson, G.N.

In: Organic and Biomolecular Chemistry, Vol. 12, No. 22, 2014, p. 3598-3603.

Research output: Contribution to journalArticle

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AU - Tuttle, Tell

AU - Andersson, S.

AU - Nilsson, G.N.

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