Regio- and stereoselective ring-opening metathesis polymerization of 3-substituted cyclooctenes

Shingo Kobayashi, Louis M. Pitet, Marc A. Hillmyer

Research output: Contribution to journalArticlepeer-review

85 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)5794-5797
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number15
DOIs
Publication statusPublished - Apr 20 2011
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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