Synthesis of highly twisted and fully π-conjugated porphyrinic oligomers

Satoru Ito; Satoru Hiroto; Sangsu Lee; Minjung Son; Ichiro Hisaki; Takuya Yoshida; Dongho Kim; Nagao Kobayashi; Hiroshi Shinokubo

doi:10.1021/ja511905f

Synthesis of highly twisted and fully π-conjugated porphyrinic oligomers

Satoru Ito, Satoru Hiroto, Sangsu Lee, Minjung Son, Ichiro Hisaki, Takuya Yoshida, Dongho Kim, Nagao Kobayashi, Hiroshi Shinokubo

Department of Chemistry

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

72 Citations (Scopus)

Abstract

Highly twisted π-conjugated molecules have been attractive but challenging targets. We report here an efficient synthesis of highly twisted diporphyrins with 126° and 136° twist angles that involves an oxidative fusion reaction of planar aminoporphyrin precursors at room temperature. Repeated amination-oxidative fusion sequences provide a unidirectionally twisted tetramer. The twisting angle of the tetramer is 298°.

Original language	English
Pages (from-to)	142-145
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	137
Issue number	1
DOIs	https://doi.org/10.1021/ja511905f
Publication status	Published - 2015 Jan 14

Bibliographical note

Publisher Copyright:
© 2014 American Chemical Society.

All Science Journal Classification (ASJC) codes

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja511905f

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AU - Ito, Satoru

AU - Hiroto, Satoru

AU - Lee, Sangsu

AU - Son, Minjung

AU - Hisaki, Ichiro

AU - Yoshida, Takuya

AU - Kim, Dongho

AU - Kobayashi, Nagao

AU - Shinokubo, Hiroshi

PY - 2015/1/14

Y1 - 2015/1/14

N2 - Highly twisted π-conjugated molecules have been attractive but challenging targets. We report here an efficient synthesis of highly twisted diporphyrins with 126° and 136° twist angles that involves an oxidative fusion reaction of planar aminoporphyrin precursors at room temperature. Repeated amination-oxidative fusion sequences provide a unidirectionally twisted tetramer. The twisting angle of the tetramer is 298°.

AB - Highly twisted π-conjugated molecules have been attractive but challenging targets. We report here an efficient synthesis of highly twisted diporphyrins with 126° and 136° twist angles that involves an oxidative fusion reaction of planar aminoporphyrin precursors at room temperature. Repeated amination-oxidative fusion sequences provide a unidirectionally twisted tetramer. The twisting angle of the tetramer is 298°.

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Synthesis of highly twisted and fully π-conjugated porphyrinic oligomers

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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