Photosensitizer-free, visible light-mediated heterogeneous gold-catalyzed cross-coupling of aryldiazonium salts with allyltrimethylsilane

An efficient visible light-mediated and heterogeneous gold-catalyzed cross-coupling of aryldiazonium tetrafluoroborates and allyltrimethylsilane has been developed. The photosensitizer-free cross-coupling reaction proceeds smoothly in MeCN under irradiation with blue LEDs at room temperature by using 10 mol% of SBA-15-supported triphenylphosphine-gold(I) complex [SBA-15-Ph 3 PAuCl] as catalyst and provides a general and practical route for the synthesis of allylarenes in moderate to good yields. This heterogenized gold(I) catalyst can be readily recovered via a simple filtration of the reaction mixture and recycled up to eight times without any significant loss of catalytic activity.