A double-helical S,C-bridged tetraphenyl-para-phenylenediamine and its persistent radical cation

Kaho Harada; Chika Hasegawa; Taisuke Matsumoto; Hiroki Sugishita; Chitoshi Kitamura; Shuhei Higashibayashi; Masashi Hasegawa; Shuichi Suzuki; Shin Ichiro Kato

doi:10.1039/d2cc06144a

A double-helical S,C-bridged tetraphenyl-para-phenylenediamine and its persistent radical cation

Kaho Harada, Chika Hasegawa, Taisuke Matsumoto, Hiroki Sugishita, Chitoshi Kitamura, Shuhei Higashibayashi, Masashi Hasegawa, Shuichi Suzuki, Shin Ichiro Kato

School of Pharmaceutical Sciences

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

Abstract

A structurally constrained, double-helical S,C-bridged tetraphenyl-para-phenylenediamine (TPPD) has been synthesized. The stable radical cation of the S,C-bridged TPPD was generated by chemical oxidation, and the electron spin was found to be delocalized over the entire π-conjugated framework. The excellent conformational stability of the neutral molecule facilitated the separation of its enantiomers.

Original language	English
Pages (from-to)	1301-1304
Number of pages	4
Journal	Chemical Communications
Volume	59
Issue number	10
DOIs	https://doi.org/10.1039/d2cc06144a
Publication status	Published - 2022 Dec 31

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/d2cc06144a

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title = "A double-helical S,C-bridged tetraphenyl-para-phenylenediamine and its persistent radical cation",

abstract = "A structurally constrained, double-helical S,C-bridged tetraphenyl-para-phenylenediamine (TPPD) has been synthesized. The stable radical cation of the S,C-bridged TPPD was generated by chemical oxidation, and the electron spin was found to be delocalized over the entire π-conjugated framework. The excellent conformational stability of the neutral molecule facilitated the separation of its enantiomers.",

author = "Kaho Harada and Chika Hasegawa and Taisuke Matsumoto and Hiroki Sugishita and Chitoshi Kitamura and Shuhei Higashibayashi and Masashi Hasegawa and Shuichi Suzuki and Kato, {Shin Ichiro}",

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T1 - A double-helical S,C-bridged tetraphenyl-para-phenylenediamine and its persistent radical cation

AU - Harada, Kaho

AU - Hasegawa, Chika

AU - Matsumoto, Taisuke

AU - Sugishita, Hiroki

AU - Kitamura, Chitoshi

AU - Higashibayashi, Shuhei

AU - Hasegawa, Masashi

AU - Suzuki, Shuichi

AU - Kato, Shin Ichiro

PY - 2022/12/31

Y1 - 2022/12/31

N2 - A structurally constrained, double-helical S,C-bridged tetraphenyl-para-phenylenediamine (TPPD) has been synthesized. The stable radical cation of the S,C-bridged TPPD was generated by chemical oxidation, and the electron spin was found to be delocalized over the entire π-conjugated framework. The excellent conformational stability of the neutral molecule facilitated the separation of its enantiomers.

AB - A structurally constrained, double-helical S,C-bridged tetraphenyl-para-phenylenediamine (TPPD) has been synthesized. The stable radical cation of the S,C-bridged TPPD was generated by chemical oxidation, and the electron spin was found to be delocalized over the entire π-conjugated framework. The excellent conformational stability of the neutral molecule facilitated the separation of its enantiomers.

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JO - Chemical Communications

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A double-helical S,C-bridged tetraphenyl-para-phenylenediamine and its persistent radical cation

Abstract

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