Design and utility of ROMP-generated oligomeric scavenging agents

ORGN 340

Punitha Vedantham, Department of Chemstry, University of Kansas, 1251 Wescoe Hall Dr, Lawrence, KS 66045-7582, Daniel L. Flynn, Neogenesis Pharmaceuticals, Inc, 840 Memorial Drive, Cambridge, MA 02139, and Paul R. Hanson, Department of Chemistry, University of Kansas, 1251 Wescoe Hall Dr, Lawrence, KS 66045-7582.
A general ring-opening metathesis (ROM) polymerization approach to an array of high-load nucleophile and electrophile scavengers for facilitated synthesis protocols will be presented. We have generated functionalized norbornenyl-based monomers and subjected them to ROM polymerization utilizing a panel of metathesis catalysts to provide high-load oligomers of varying lengths and solubility profiles. These scavengers can be introduced after completion of reaction, effectively removing excesses of reagents or spent reagents. The spent/unspent oligomers are then either precipitated or filtered away to furnish the desired compounds in excellent yields and purities.