The chiro-Inositols and Related Cyclitols as Chiral Monomers for Polymerization: Expansion of a Family of Chiral Polymers

Abstract

Three different synthetic approaches to three different classes of oligomeric and polymeric inositol and inositol-like derivatives are presented: Grubbs cross-metathesis polymerization, ­Lewis acid catalyzed epoxide opening, and head-to-tail Diels–Alder polymerization. All three approaches lead to the formation of oligomers and polymers. The oligomers/polymers formed range from three (low-molecular-weight fraction of Diels–Alder polymerization) to 60 (Lewis acid catalyzed polymerization) repeats of inositol or inositol-like units. The molecular weights of the polymers were characterized by gel-permeation chromatography (GPC), MALDI, and NMR end-group analysis.

Key words

inositol polymers - Diels–Alder polymerization - epoxide polymerization - metathesis polymerization - carbocyclic polymers

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