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Based on the well-defined five-membered aryl gold(iii) complexes, [Au(tpy)X 2 ] ( 3a and 3b ) and [AuBr(Ph)(tpy)] ( 7 ), as well as the aryl gold(iii) complex [AuCl 2 (Ph)(tpy)] ( 8 ) (tpy = 2-( o -tolyl)pyridine) as reliable models, we present a detailed study of the mechanism for gold(iii)-catalyzed oxidative cross-coupling reactions between cycloaurable arenes and arylboronic acids. Here we report the direct evidence for a mechanistic proposal including arene C-H activation, transmetallation and biaryl reductive elimination. The chelation-assisted C-H activation strategy has been used for the development of the gold(iii)-catalyzed C-H bond arylation of arenes with aryl reagents to forge extended π-conjugated systems.

chemical science

Stoichiometric to catalytic reactivity of the aryl cycloaurated species with arylboronic acids: insight into the mechanism of gold-catalyzed oxidative C(sp<sup>2</sup>)–H arylation

Stoichiometric to catalytic reactivity of the aryl cycloaurated species with arylboronic acids: insight into the mechanism of gold-catalyzed oxidative C(sp2)–H arylation

Stoichiometric to catalytic reactivity of the aryl cycloaurated species with arylboronic acids: insight into the mechanism of gold-catalyzed oxidative C(sp²)–H arylation