Comparative reactivity of exo- and endo-isomers in the ru-initiated ring-opening metathesis polymerization of doubly functionalized norbornenes with both cyano and ester groups

Yasushi Nishihara, Yoshiaki Inoue, Yuushou Nakayama, Takeshi Shiono, Kentaro Takagi

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    45 Citations (Scopus)

    Abstract

    A comparative study was conducted on the exo- and endo-isomers in the Ru-initiated ring-opening metathesis polymerization (ROMP) of doubly functionalized norborenes with both cyano and ester groups. Isometrically pure endo-form B and doubly functionalized exo-ethyl 3-cyanobicyclohept-5-ene-2- carboxylate (A)were prepared. The ROMP of exo-isomer A and endo-isomer B and the parent norborene were studied using the second-generation Grubbs' catalyst. The IR spectra of all the polymers obtained were very similar, while signals characteristics of the cyano group and ester carbonyl group at 2304 and 1734 cm-1, respectively, were prominent features of the spectra. Compared to the parent norborene, cyano and ester functional groups seem to have an interaction with the Ru center, suppressing the polymerization.

    Original languageEnglish
    Pages (from-to)7458-7460
    Number of pages3
    JournalMacromolecules
    Volume39
    Issue number22
    DOIs
    Publication statusPublished - Oct 31 2006

    ASJC Scopus subject areas

    • Organic Chemistry
    • Polymers and Plastics
    • Inorganic Chemistry
    • Materials Chemistry

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