Chiral memory units based on dynamic redox systems with a dibenzoxepinone skeleton: Drastic change in racemization barrier and electrochemical bistability

Kazuhisa Wada; Yuna Chiba; Takashi Takeda; Hidetoshi Kawai; Ryo Katoono; Kenshu Fujiwara; Takanori Suzuki

doi:10.3987/COM-13-S(S)93

Chiral memory units based on dynamic redox systems with a dibenzoxepinone skeleton: Drastic change in racemization barrier and electrochemical bistability

Kazuhisa Wada, Yuna Chiba, Takashi Takeda, Hidetoshi Kawai, Ryo Katoono, Kenshu Fujiwara, Takanori Suzuki

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

4 Citations (Scopus)

Abstract

The configuration of helical dicationic dyes 2²⁺ with a dihydrodibenzoxepinone unit is stable, whereas the corresponding neutral electron donors 1 with a tetrahydrophenanthroxepinone skeleton easily undergo ring-flip. Thanks to their electrochemical bistability, electron exchange between 1 and 2²⁺ is prohibited. Thus, the above electrochromic pairs 1/2²⁺ can serve as new members of less well-explored redox-based chiral-memory units.

Original language	English
Pages (from-to)	945-952
Number of pages	8
Journal	Heterocycles
Volume	88
Issue number	2
DOIs	https://doi.org/10.3987/COM-13-S(S)93
Publication status	Published - 2014

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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Chiral memory units based on dynamic redox systems with a dibenzoxepinone skeleton : Drastic change in racemization barrier and electrochemical bistability. / Wada, Kazuhisa; Chiba, Yuna; Takeda, Takashi; Kawai, Hidetoshi; Katoono, Ryo; Fujiwara, Kenshu; Suzuki, Takanori.

In: Heterocycles, Vol. 88, No. 2, 2014, p. 945-952.

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

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AU - Fujiwara, Kenshu

AU - Suzuki, Takanori

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AB - The configuration of helical dicationic dyes 22+ with a dihydrodibenzoxepinone unit is stable, whereas the corresponding neutral electron donors 1 with a tetrahydrophenanthroxepinone skeleton easily undergo ring-flip. Thanks to their electrochemical bistability, electron exchange between 1 and 22+ is prohibited. Thus, the above electrochromic pairs 1/22+ can serve as new members of less well-explored redox-based chiral-memory units.

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Chiral memory units based on dynamic redox systems with a dibenzoxepinone skeleton: Drastic change in racemization barrier and electrochemical bistability

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