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Issue 23, 2010
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Drastic change in racemization barrier upon redox reactions: novel chiral-memory units based on dynamic redox systems

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Abstract

The helical configuration of dication dyes 22+ with a dihydrodibenzoxepin unit remained unchanged even at high temperature, whereas the corresponding neutral electron donors 1 with a tetrahydrophenanthroxepin skeleton easily underwent racemization. Due to their electrochemical bistability, electron exchange between 1 and 22+ is prohibited. Thus, the above electrochromic pairs can serve as novel chiral-memory units where redox reactions trigger switching between an “erasable/writable”-state (1) and a “memorizing”-state (22+).

Graphical abstract: Drastic change in racemization barrier upon redox reactions: novel chiral-memory units based on dynamic redox systems

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Article information


Submitted
19 Feb 2010
Accepted
30 Mar 2010
First published
13 Apr 2010

Chem. Commun., 2010,46, 4100-4102
Article type
Communication

Drastic change in racemization barrier upon redox reactions: novel chiral-memory units based on dynamic redox systems

T. Suzuki, K. Wada, Y. Ishigaki, Y. Yoshimoto, E. Ohta, H. Kawai and K. Fujiwara, Chem. Commun., 2010, 46, 4100
DOI: 10.1039/C0CC00026D

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