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 journalArticlepeer-review

3 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 languageEnglish
Pages (from-to)945-952
Number of pages8
JournalHeterocycles
Volume88
Issue number2
DOIs
Publication statusPublished - 2014

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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