Iridium-catalyzed formyl-selective deuteration of aldehydes

Research output: Contribution to journalArticle

18 Citations (Scopus)

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.
LanguageEnglish
Pages7808–7812
Number of pages5
JournalAngewandte Chemie International Edition
Volume56
Issue number27
Early online date7 Jun 2017
DOIs
Publication statusPublished - 26 Jun 2017

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Iridium
iridium
aldehydes
Aldehydes
Labeling
marking
Deuterium
deuterium
Chemical activation
activation
catalysts
Catalysts
Kinetics
kinetics
products

Keywords

  • C-H activation
  • aldehyde
  • iridium catalysis

Cite this

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Iridium-catalyzed formyl-selective deuteration of aldehydes. / Kerr, William John; Reid, Marc; Tuttle, Tell.

In: Angewandte Chemie International Edition, Vol. 56, No. 27, 26.06.2017, p. 7808–7812.

Research output: Contribution to journalArticle

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AU - Reid, Marc

AU - Tuttle, Tell

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