Issue 24, 2023

Triphenylphosphine oxide promoting visible-light-driven C–C coupling via desulfurization

Abstract

Triphenylphosphine oxide (TPPO) and triphenylphosphine (TPP) can form a complex in solution, promoting visible light absorption to trigger electron transfer within the complex and generate radicals. Subsequent radical reactions with thiols enable desulfurization to produce carbon radicals that react with aryl alkenes to yield new C–C bonds. Since ambient oxygen can easily oxidize TPP to TPPO, the reported method requires no explicit addition of a photocatalyst. This work highlights the promise of using TPPO as a catalytic photo-redox mediator in organic synthesis.

Graphical abstract: Triphenylphosphine oxide promoting visible-light-driven C–C coupling via desulfurization

Supplementary files

Article information

Article type
Communication
Submitted
01 Jan 2023
Accepted
06 Mar 2023
First published
06 Mar 2023

Chem. Commun., 2023,59, 3546-3549

Triphenylphosphine oxide promoting visible-light-driven C–C coupling via desulfurization

S. Stewart, R. Maloney and Y. Sun, Chem. Commun., 2023, 59, 3546 DOI: 10.1039/D3CC00001J

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