Fusion of photochromic reaction and synthetic reaction: Photoassisted cyclization to highly strained chiral azobenzenophanes

Kazuto Takaishi; Masuki Kawamoto; Atsuya Muranaka; Masanobu Uchiyama

doi:10.1021/ol300992d

Fusion of photochromic reaction and synthetic reaction: Photoassisted cyclization to highly strained chiral azobenzenophanes

Kazuto Takaishi, Masuki Kawamoto, Atsuya Muranaka, Masanobu Uchiyama

Research output: Contribution to journal › Article › peer-review

17 Citations (Scopus)

Abstract

A method for synthesizing highly strained cyclic structures by combining photochromic and synthetic reactions is described. Tightly linked azobenzene-binaphthyl dyads (R)-4 and (R)-6 could not be obtained by conventional cyclization, but continuous application of photoirradiation, which induced (E)→(Z) isomerization of the azobenzene moiety, allowed the cyclization reaction to proceed, affording the desired chiral azobenzenophanes.

Original language	English
Pages (from-to)	3252-3255
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	13
DOIs	https://doi.org/10.1021/ol300992d
Publication status	Published - Jul 6 2012
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "A method for synthesizing highly strained cyclic structures by combining photochromic and synthetic reactions is described. Tightly linked azobenzene-binaphthyl dyads (R)-4 and (R)-6 could not be obtained by conventional cyclization, but continuous application of photoirradiation, which induced (E)→(Z) isomerization of the azobenzene moiety, allowed the cyclization reaction to proceed, affording the desired chiral azobenzenophanes.",

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T2 - Photoassisted cyclization to highly strained chiral azobenzenophanes

AU - Takaishi, Kazuto

AU - Kawamoto, Masuki

AU - Muranaka, Atsuya

AU - Uchiyama, Masanobu

PY - 2012/7/6

Y1 - 2012/7/6

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AB - A method for synthesizing highly strained cyclic structures by combining photochromic and synthetic reactions is described. Tightly linked azobenzene-binaphthyl dyads (R)-4 and (R)-6 could not be obtained by conventional cyclization, but continuous application of photoirradiation, which induced (E)→(Z) isomerization of the azobenzene moiety, allowed the cyclization reaction to proceed, affording the desired chiral azobenzenophanes.

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Fusion of photochromic reaction and synthetic reaction: Photoassisted cyclization to highly strained chiral azobenzenophanes

Abstract

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