Optical resolution, absolute configuration, and chiroptical properties of three-layered [3.3]paracyclophane

Atsuya Muranaka, Masahiko Shibahara, Motonori Watanabe, Taisuke Matsumoto, Teruo Shinmyozu, Nagao Kobayashi

    Research output: Contribution to journalArticlepeer-review

    22 Citations (Scopus)

    Abstract

    (Figure Presented) A racemic mixture of three-layered [3.3]paracyclophane ([3.3]PCP), 1, has been resolved into two enantiomers, and their absolute configuration was determined from a comparison of experimental chiroptical properties and density functional theory (DFT) calculations. A simple model comprising two p-xylenes and 1,2,4,5-tetramethylbenzene (durene) was used to explain the origin of the chiroptical properties of the three-layered cyclophane system.

    Original languageEnglish
    Pages (from-to)9125-9128
    Number of pages4
    JournalJournal of Organic Chemistry
    Volume73
    Issue number22
    DOIs
    Publication statusPublished - Nov 21 2008

    All Science Journal Classification (ASJC) codes

    • Organic Chemistry

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