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DOI: 10.1039/A903156A (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1999, 2101-2108

Novel rearrangement of conformationally restrained [3.3]orthocyclophanes

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Shin-ichiro Isobe, Masahiko Taniguchi, Tsuyoshi Sawada, Thies Thiemann, Tadashi Yonemitsu and Shuntaro Mataka

Abstract

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[5.4.0.02,11]- 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.

References

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