POLY(METHYL METHACRYLATE) SUPPORTED HYDROXAMIC ESTERS - A NEW CLASS OF ACYL TRANSFER REAGENTS

Poly(methyl methacrylate) supported hydroxamic esters were prepared an d developed as a new class of recyclable solid-phase reagent. The difu nctional crosslinking agents employed were divinylbenzene, ethylenegly col dimethacrylate and N,N'-methylene-bis-acrylamide (N,N'-MBA). Polym eric hydroxamic esters have been found to be selective in acylating am ines and amino acids. When the reactivity of the acyl group attached t o the differently crosslinked poly(methyl methacrylate) matrix is comp ared, it is seen that the acyl transfer functions generated on the N,N '-MBA crosslinked poly(methyl methacrylate) are more reactive. The spe nt reagent can be regenerated to the hydroxamic esters by a simple rea ction, without considerable loss in activity. (C) 1997 Elsevier Scienc e Ltd.