Microwave-promoted ultra-low catalyst loading Suzuki couplings in water in open vessels on the mole scale

CHED 309

Victoria A. Williams, victoria.williams@uconn.edu and Nicholas E. Leadbeater, nicholas.leadbeater@uconn.edu. Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Unit 3060, Storrs, CT 06269-3060
Increasingly, chemists are looking for cleaner, more efficient ways to make their target compounds. Research in our group is focused on the use of microwave heating to effect chemical transformations. We are also interested in the use of water as a solvent and have been developing synthetic methodologies to bring these two techniques together. One such methodology is for the Suzuki coupling reaction between aryl halides and boronic acids to yield biaryls. We can use sub-ppm levels of palladium to effect the transformation. To date, this has been limited to running the reaction in sealed vessels. Shown in our poster is an overview of our work focused at developing conditions for performing the reaction in open vessels. We show the optimization of conditions using a monomode microwave apparatus and then show how these conditions can be used, with little if any modification, in a dedicated multimode microwave.