Novel rearrangement of conformationally restrained [3.3]orthocyclophanes

Shin Ichiro Isobe, Masahiko Taniguchi, Tsuyoshi Sawada, Thies Thiemann, Tadashi Yonemitsu, Shuntaro Mataka

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)


Novel rearrangement of intermediate carbocations generated from rigid, layered [3.3]orthocyclophane-alcohols 4 are presented. The bicyclo[4.4.1]undecane framework of 4 rearranges to either bicyclo[5.4.0]- 5 and/or bicyclo[4.4.0]- 6 or tricyclo['"]- ring-system 11, depending upon the nature of the aryl substituent on the bridging tertiary carbon atom. X-Ray crystal structure analyses have been performed on the rearrangement products.

Original languageEnglish
Pages (from-to)2104-2107
Number of pages4
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number15
Publication statusPublished - 1999
Externally publishedYes

ASJC Scopus subject areas

  • General Chemistry


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