Drastic change in racemization barrier upon redox reactions: novel chiral-memory units based on dynamic redox systems.
The helical configuration of dication dyes 2(2+) 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 2(2+) 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 (2(2+)).
Suzuki
Takanori
T
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan. tak@sci.hokudai.ac.jp
Wada
Kazuhisa
K
Ishigaki
Yusuke
Y
Yoshimoto
Yasuyo
Y
Ohta
Eisuke
E
Kawai
Hidetoshi
H
Fujiwara
Kenshu
K
D003990:Dibenzoxepins / Q000737:chemistry*; D004583:Electrons; D008958:Models, Molecular; D010084:Oxidation-Reduction
D003990:Dibenzoxepins