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Radical Coupling Initiated by Organophosphine Addition to Ynoates

  • Jing Cao
  • , Antonia Seitz
  • , José A. Forni
  • , Anastasios Polyzos
  • , David W. Lupton

Research output: Contribution to journalArticleResearchpeer-review

Abstract

Dual nucleophilic phosphine photoredox catalysis is yet to be developed due to facile oxidation of the phosphine organocatalyst to the phosphoranyl radical cation. Herein, we report a reaction design that avoids this event and exploits traditional nucleophilic phosphine organocatalysis with photoredox catalysis to allow the Giese coupling with ynoates. The approach has good generality, while its mechanism is supported by cyclic voltametric, Stern–Volmer quenching, and interception studies.

Original languageEnglish
Article numbere202303869
Number of pages5
JournalAngewandte Chemie - International Edition
Volume62
Issue number29
DOIs
Publication statusPublished - 17 Jul 2023

Keywords

  • Dual Catalysis
  • Giese Reaction
  • Mechanistic Studies
  • Phosphine Organocatalysis
  • Photoredox Catalysis

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