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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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Publication details

The article was received on 17 Jun 2016, accepted on 19 Jul 2016 and first published on 19 Jul 2016


Article type: Communication
DOI: 10.1039/C6CC05078F
Citation: Chem. Commun., 2016,52, 10163-10166
  • Open access: Creative Commons BY license
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    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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