Palladium-Catalyzed Domino Reaction for Stereoselective Synthesis of Multisubstituted Olefins: Construction of Blue Luminogens

The first Pd-catalyzed
multicomponent reaction of aryl iodides,
alkenyl bromides, and strained alkenes has been developed, which allowed
us to synthesize a variety of multisubsituted olefins in yields of
45–96% with excellent stereoselectivity. The configuration
of the product was controlled by the configuration of the alkenyl
bromides. Moreover, this practical methodology employing readily available
substrates was found to be tolerant to a wide range of functional
groups. Fifty six examples of highly stereoselective tri- or tetrasubstituted
olefins have been successfully synthesized via this methodology. Most
of the synthesized tetrasubstituted olefins are good aggregation-induced
emission (AIE) luminogens.