Abstract
A new method of synthesizing cyclic polyesters is described, using polymer-supported reactions. This method involves the attachment of Ω-bromocarboxylate anions to the surface of an ion-exchange resin, followed by polymerization and cyclization by inter- and intramolecular alkylation reactions, respectively. The polymerization reaction results in the formation of oligomeric chain polyester molecules that remain bound to the resin by the carboxylate anion end group. The cyclization reaction results in the detachment of the cyclic product from the resin support. The cyclic polyester [(CH 2) 10CO.O] x obtained was divided into a series of sharp fractions using preparative g.p.c. and each fraction was examined by analytical g.p.c. The cyclic nature of the polyester product was established by n.m.r. spectroscopy and by fast atom bombardment (f.a.b.) mass spectrometry. The f.a.b. mass spectrum of a fraction showed a series of spectral lines corresponding to [(CH 2) 10CO.O] x with x = 2–7. The cyclic products were directly compared with analogous linear polymers.
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