Iridium-catalyzed formyl-selective deuteration of aldehydes

Kerr, William J. and Reid, Marc and Tuttle, Tell (2017) Iridium-catalyzed formyl-selective deuteration of aldehydes. Angewandte Chemie International Edition, 56 (27). 7808–7812. ISSN 1433-7851 (https://doi.org/10.1002/anie.201702997)

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Abstract

We report the first direct catalytic method for formyl-selective deuterium labeling of aromatic aldehydes under mild conditions, using an iridium-based catalyst designed to favor formyl- over aromatic C-H activation. A good range of aromatic aldehydes is selectively labeled, and a one-pot labeling/olefination protocol is also described. Computational studies support kinetic product control over competing aromatic labeling and decarbonylation pathways.

ORCID iDs

Kerr, William J. ORCID: https://orcid.org/0000-0002-1332-785X

Reid, Marc ORCID: https://orcid.org/0000-0003-4394-3132

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  Item type:	Article
  ID code:	60711
  Dates:	Date Event 26 June 2017 Published 16 May 2017 Published Online 16 May 2017 Accepted
  Keywords:	C-H activation, aldehyde, iridium catalysis, Chemistry, Organic Chemistry, Inorganic Chemistry, Physical and Theoretical Chemistry
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry Technology and Innovation Centre > Bionanotechnology
  Depositing user:	Pure Administrator
  Date deposited:	18 May 2017 10:30
  Last modified:	20 Mar 2023 02:57
  Related URLs:	Journal or Publication
  URI:	https://strathprints.strath.ac.uk/id/eprint/60711