Mentor: Dr. Jason Schmink
Synthetic Approach Using Palladium-catalyzed Cross-coupling Reaction
The Nobel Prize in Chemistry 2010 was awarded jointly to Richard F. Heck, Ei-ichi Negishi and Akira Suzuki for palladium-catalyzed cross couplings in organic synthesis. Among them, Suzuki, along with Miyaura, developed new method of using organoboron transmetalating reagents to couple with halides or triflates catalyzed by palladium, known as Suzuki-Miyaura cross-coupling reactions. Our project also focuses on the method of Palladium-catalyzed Cross-coupling to synthesize useful chemicals but using different nucleophiles from the Suzuki-Miyaura cross-coupling reactions. 2-aryl-1,3-dithianes and arylacylsilanes are mainly used as nucleophiles under set conditions. The effect of diverse substitutes on the benzene ring or on the silicon will be studied. Another direction of the research is that instead of using dithianes, 2-mercaptoethanol will be monitored under proper conditions to synthesize the nucleophiles that can be used for palladium-catalyzed cross-coupling reactions.