Photoexcitation of Distinct Divalent Palladium Complexes in Cross-Coupling Amination Under Air

Rajesh Kancherla*, Krishnamoorthy Muralirajan, Sayan Dutta, Kuntal Pal, Bo Li, Bholanath Maity, Luigi Cavallo*, Magnus Rueping*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The development of metal complexes that function as both photocatalyst and cross-coupling catalyst remains a challenging research topic. So far, progress has been shown in palladium(0) excited-state transition metal catalysis for the construction of carbon-carbon bonds where the oxidative addition of alkyl/aryl halides to zero-valent palladium (Pd0) is achievable at room temperature. In contrast, the analogous process with divalent palladium (PdII) is uphill and endothermic. For the first time, we report that divalent palladium can act as a light-absorbing species that undergoes double excitation to realize carbon-nitrogen (C−N) cross-couplings under air. Differently substituted aryl halides can be applied in the mild, and selective cross-coupling amination using palladium acetate as both photocatalyst and cross-coupling catalyst at room temperature. Density functional theory studies supported by mechanistic investigations provide insight into the reaction mechanism.

Original languageEnglish (US)
Article numbere202314508
JournalAngewandte Chemie - International Edition
Volume63
Issue number3
DOIs
StatePublished - Jan 15 2024

Bibliographical note

Publisher Copyright:
© 2023 Wiley-VCH GmbH.

Keywords

  • Anilines
  • Aryl Halides
  • Cross-Couplings
  • DFT Calculations
  • Palladium

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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