New transmetalation reagents for the gold-catalyzed visible light-enabled C(sp or sp2)–C(sp2) cross-coupling with aryldiazonium salts in the absence of a photosensitizer

Abstract

The scope of photosensitizer-free visible light-driven gold-catalyzed cross-coupling was evaluated by a wide variety of organoboron and organosilicon species using four equivalents of aryldiazonium salts and (4-CF₃-C₆H₄)₃PAuCl in MeOH. In addition, a C(sp or sp²)–C(sp²) cross-coupling of organotrimethylsilanes and aryldiazonium salts was investigated. The reactions can be conducted under very mild reaction conditions, with a reduced amount of aryldiazonium salt (1.2 equiv.) by using a catalytic amount of Ph₃PAuNTf₂ in MeCN under irradiation with blue LEDs at room temperature.