Development of molecularly imprinted polymers as catalysts in selective solid-state [2+2] photodimerization reactions

POLY 96

Xiangyang Wu, xwu@mail.chem.sc.edu, Department of Chemistry and Biochemistry, Univerisity of South Carolina, 631 Sumter St., Columbia, SC 29208 and Ken D. Shimizu, Department of Chemistry and Biochemistry, University of South Carolina, 631 Sumter Street, Columbia, SC 29208.
Generally, the solid-state intermolecular [2+2] photoreactions of alkenes can yield several different isomeric phtotoproducts. A molecularly imprinted polymer (MIP) was prepared with the presence of one isomer of the photodimers as a template molecule. The MIP had enhanced binding capacity to the starting alkenes, compared with the non-imprinted polymer, and it can steer the solid-state [2+2] photodimerization by enforcing topochemical alignment of olefins in the cavities. The process of utilizing a MIP to build a topochemical structure for specific olefins that is subsequently used for orientational photodimerization is inspired by the simple preparation and good stability of the MIP that can be applied to a wide range of olefins.