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 journalArticle

22 Citations (Scopus)


(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
Issue number22
Publication statusPublished - Nov 21 2008


All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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