Celebration of Scholars
Micelle-catalyzed metathesis reactions in-flow
Name:
Michael Jones
Major: Chemistry and Mathematics
Hometown: Metamora, IL
Faculty Sponsor:
David Brownholland
Other Sponsors:
Type of research: SURE
Abstract
Water is in many ways the ideal solvent—it is non-toxic, abundant, and renewable. Unfortunately, the water insolubility of organic compounds limits its ability to facilitate organic reactions. Recent work using aqueous micellar solutions have helped remove the insolubility challenge. Nonpolar organic compounds are entropically driven into the interior of the micelle and react. Flow chemistry has generated increased attention for organic synthesis, especially in the pharmaceutical industry. Compared to traditional batch chemistry, reactions conducted in flow occur faster, have greater temperature homogeneity, enable rapid screening of conditions, and allow reactions to occur safely under high pressure. We report the results of micelle-catalyzed metathesis reactions in-flow. We successfully completed the ring-closing metathesis reaction of diethyl malonate using micellar catalysis in-flow. The progress of micelle-catalyzed cross-metathesis reactions in-flow are also reported.