Chiral Monomers with Minimal Functional Group Linkages for Suspension Co-polymerization: A Suzuki Coupling Approach

Abstract: A new strategy for the synthesis of chiral monomers for co-polymerization with styrene is described. Suzuki coupling of 4-vinylphenylboronic acid with chiral aryl triflates 5 and 13, and sub-sequent elaboration has resulted in chiral monomers 9 and 10. One of these monomers 10 has subsequently been incorporated into a polystyrene gel-type resin 16 with a functional group loading of 0.48 mmolg–1. Key words: palladium, polymers, amino alcohols, ligands, asym-metric catalysis Supported reagents and catalysts have found increasing use in synthesis due to their ease of handling and general applicability to automated parallel synthesis.1 A number of polystyrene supported chiral catalysts have been re-ported and these have been shown to catalyze reactions such as the asymmetric addition of diethylzinc to alde