Regio- and Stereoselective Ring-Opening Metathesis Polymerization of 3-Substituted Cyclooctenes

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• 作者：Shingo Kobayashi ; Louis M. Pitet ; Marc A. Hillmyer
• 刊名：Journal of the American Chemical Society
• 出版年：2011
• 出版时间：April 20, 2011
• 年：2011
• 卷：133
• 期：15
• 页码：5794-5797
• 全文大小：710K
• 年卷期：v.133,no.15(April 20, 2011)
• ISSN：1520-5126

文摘

3-Substituted cis-cyclooctenes (3RCOEs, R = methyl, ethyl, hexyl, and phenyl) were synthesized and polymerized, and the polymers therefrom were hydrogenated to prepare model linear low density polyethylene (LLDPE) samples. The ring-opening metathesis polymerization (ROMP) of the 3RCOEs using Grubbs' catalyst proceeded in a regio- and stereoselective manner to afford polyoctenamers [poly(3RCOE)] exhibiting remarkably high head-to-tail regioregularity and high trans-stereoregularity. The overall selectivity increases with the increasing size of the R substituent. Hydrogenation of poly(3RCOE)s afforded precision LLDPEs with R substituents on every eighth backbone carbon.