Screening solid bonded metal scavengers for metal-catalyzed coupling reactions

ORGN 816

Shahnaz Ghassemi, SGhassemi@biotage.com, Biotage, 1725 Discovery Drive, Charlottesville, VA 22911
Transitional metal- catalyzed coupling reactions are powerful methods for carbon-carbon bond formations. Reactions such as Heck, Suzuki, Stille and Negishi are being commonly used from small drug discovery to large process chemistry labs. There have been couple major drawbacks associated with these reactions, usually long hours of reflux under inert atmosphere and difficult purification step. Over the past few years, there have been extensive studies in increasing rate of these reactions though microwave irradiation from days to minutes. The only major drawback of applying these metal catalyzed reactions in drug production is difficulty in completely removing the trace metal from final products. Recently few solid bounded (polymer or silica) scavengers have been introduced for efficient and reliable removal of metals catalyst. In this studied a range of these solid bonded scavengers have been screened for effective removal of Pd, Cu and Zn. Inductively coupled plasma optical emission spectroscopy (ICP-OES) have been used to determine the amount of metal content remained in each reaction mixture.