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

Access to Document

10.1039/a903156a

Cite this

@article{e9cc0435f2194c508012a6b56c090a29,

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",

issn = "0300-922X",

publisher = "Chemical Society",

number = "15",

}

TY - JOUR

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 - http://www.scopus.com/inward/record.url?scp=33746454175&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33746454175&partnerID=8YFLogxK

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

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this