Pd-Catalyzed Cross-Coupling of Organostibines with Styrenes to Give Unsymmetric ()-Stilbenes and (1,3)-1,4-Diarylbuta-1,3-dienes and Fluorescence Properties of the Products.

A general and effective palladium-catalyzed cross-coupling of organostibines with styrenes to give ()-olefins was disclosed. By the use of an organostibine reagent, this method can produce unsymmetric ()-1,2-diarylethylenes and (1,3)-1,4-diarylbuta-1,3-dienes in good yields with high / selectivity and good functional group tolerance. Resveratrol and DMU-212 were synthesized in high yield. The protocol can be extended to the synthesis of (1,3,5)-1,6-diphenylhexa-1,3,5-triene in 40% yield. Products , , and showed good photoluminescence quantum yields ranging from 72 to 99%.