Abstract
AbstractThe asymmetric selective polymerizationIn PINO's words : stereoselective polymerization, cf. J. Polymer Sci. C 16 (1968) 3265. of epoxyethyltrimethylsilane (ETMS) and of (2.3‐epoxypropoxy)trimethylsilane (EPOS) were studied using a catalyst system formed by an organometallic compound reacted with an optically active reagent. Optically active polymers were obtained in both cases but the asymmetric selectivity of EPOS polymerization was low, considering the weak optical activity of glycidol derived from the hydrolysis of recovered monomer. Concurrently, this experiment permitted us to deduce that dextrotatory EPOS has the same configuration as dextrorotatory glycidol.A polymer of EPOS was submitted to a series of reactions leading to a polymer identical to polypropylene oxide (PPO). The optical behaviour of this polymer, studied in comparison with PPO, also confirmed the relation between the absolute configuration of EPOS and its optical rotation sign. This is the first example, in which the absolute configuration can be determined by utilizing the asymmetric selective polymerization.
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