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Issue 66, 2016
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Dual gold photoredox C(sp2)–C(sp2) cross couplings – development and mechanistic studies

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Abstract

A dual visible light photoredox and gold-catalysed C(sp2)–C(sp2) cross coupling is described. The success of this mild, oxidant- and base-free cross coupling is highly dependent on the amount of water added. Mechanistic studies show two distinct pathways depending on the gold catalyst employed: transmetallation of the arylboronic acid with gold(I) occurs prior to oxidation of gold(I) to gold(III) using cationic gold(I) catalysts, whereas oxidation of gold(I) to gold(III) precedes transmetallation using neutral gold(I) catalysts.

Graphical abstract: Dual gold photoredox C(sp2)–C(sp2) cross couplings – development and mechanistic studies

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Supplementary files

Article information


Submitted
17 Jun 2016
Accepted
19 Jul 2016
First published
19 Jul 2016

This article is Open Access

Chem. Commun., 2016,52, 10163-10166
Article type
Communication
Author version available

Dual gold photoredox C(sp2)–C(sp2) cross couplings – development and mechanistic studies

V. Gauchot and A. Lee, Chem. Commun., 2016, 52, 10163
DOI: 10.1039/C6CC05078F

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