Excited-state palladium-catalysed reductive alkylation of imines: scope and mechanism

Rajesh Kancherla, Krishnamoorthy Muralirajan, Magnus Rueping*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

Palladium catalysis induced by visible-light irradiation is a promising tool for promoting unusual chemical transformations. We describe the development of excited-state palladium-catalyzed reductive alkylation of imines with alkyl bromides. The new methodology shows broad functional group tolerance and can additionally be applied in the direct three-component reaction of aldehydes, anilines, and alkyl bromides to give the alkyl amines under mild reaction conditions. Time-resolved photoluminescence experiments allowed the determination of the excited-state reaction kinetics and indicate that the reaction is proceeding via the inner-sphere electron transfer mechanism.

Original languageEnglish (US)
Pages (from-to)8583-8589
Number of pages7
JournalChemical Science
Volume13
Issue number29
DOIs
StatePublished - Jul 7 2022

Bibliographical note

Funding Information:
This publication is based upon work supported by the King Abdullah University of Science and Technology (KAUST), Office of Sponsored Research (OSR) under URF/1/4025.

Publisher Copyright:
© 2022 The Royal Society of Chemistry.

ASJC Scopus subject areas

  • General Chemistry

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