Preparation of Poly(β-malic acid) via Direct Carbonylative Polymerization of Benzyl Glycidate.

Poly(malic acid) (PMLA) is a water-soluble, biodegradable, biocompatible, and nontoxic polyester in the poly(hydroxyalkanoate) (PHA) family. it features various applications in pharmaceutical field. Here, NaCo(CO) 4 and pyridine derivatives are employed for direct carbonylative polymerization of benzyl glycidate (BG) for poly(β-malic acid) production. Further investigation on reaction mechanism reveals that this polymerization undergoes a direct chain growth, rather than a sequential process involving β-lactone intermediate. The low cost and facile preparation of epoxide substrate render this methodology extremely appealing that avoids the rather tedious procedures for β-malolactonate synthesis required toward ring opening polymerization. This study also represents an alternative strategy over traditional methods for poly(β-malic acid) production using step growth polycondensation of malic acid.