Novel rearrangement of conformationally restrained [3.3]orthocyclophanes

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

doi:10.1039/a903156a

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 journal › Article › peer-review

4 Citations (Scopus)

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'"]- 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 language	English
Pages (from-to)	2104-2107
Number of pages	4
Journal	Journal of the Chemical Society - Perkin Transactions 1
Issue number	15
DOIs	https://doi.org/10.1039/a903156a
Publication status	Published - 1999
Externally published	Yes

ASJC Scopus subject areas

General Chemistry

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10.1039/a903156a

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title = "Novel rearrangement of conformationally restrained [3.3]orthocyclophanes",

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'{"}]- 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.",

author = "Isobe, \{Shin Ichiro\} and Masahiko Taniguchi and Tsuyoshi Sawada and Thies Thiemann and Tadashi Yonemitsu and Shuntaro Mataka",

year = "1999",

doi = "10.1039/a903156a",

language = "English",

pages = "2104--2107",

journal = "Journal of the Chemical Society - Perkin Transactions 1",

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publisher = "Chemical Society",

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T1 - Novel rearrangement of conformationally restrained [3.3]orthocyclophanes

AU - Isobe, Shin Ichiro

AU - Taniguchi, Masahiko

AU - Sawada, Tsuyoshi

AU - Thiemann, Thies

AU - Yonemitsu, Tadashi

AU - Mataka, Shuntaro

PY - 1999

Y1 - 1999

N2 - 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'"]- 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.

AB - 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'"]- 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.

UR - https://www.scopus.com/pages/publications/33746454175

UR - https://www.scopus.com/pages/publications/33746454175#tab=citedBy

U2 - 10.1039/a903156a

DO - 10.1039/a903156a

M3 - Article

AN - SCOPUS:33746454175

SN - 0300-922X

SP - 2104

EP - 2107

JO - Journal of the Chemical Society - Perkin Transactions 1

JF - Journal of the Chemical Society - Perkin Transactions 1

IS - 15

ER -

Novel rearrangement of conformationally restrained [3.3]orthocyclophanes

Abstract

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