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Stereochemistry of copolymerization of optically active 3-phenyl-1,2-epoxypropane with carbon dioxide

✍ Scribed by Hirano, Takashi ;Inoue, Shohei ;Tsuruta, Teiji

Publisher
Wiley (John Wiley & Sons)
Year
1976
Weight
384 KB
Volume
177
Category
Article
ISSN
0025-116X

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✦ Synopsis

Abstract

The stereochemistry of alternating copolymerization of carbon dioxide with S‐(–)‐3‐phenyl‐1,2‐epoxypropane (5) using a diethylzinc/water system as catalyst was investigated. The optically active copolymer, poly[(oxycarbonyloxy)‐1‐benzylethylene] (6), was hydrolyzed and the epoxide unit was transformed into the form of 1,2‐bis(trimethylsilyloxy)‐3‐phenylpropane (8). From the determination of optical activity of this ether, it is concluded that the ring opening of 5 in the copolymerization takes place predominantly at the methylene‐oxygen linkage. The substituent effect on the ring opening mode of oxiranes is also discussed.

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