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Electrochromics by Intramolecular Redox Switching of Single Bonds
Author(s) -
Hünig Siegfried,
Briehn Christoph A.,
Bäuerle Peter,
Emge Andreas
Publication year - 2001
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20010702)7:13<2745::aid-chem2745>3.0.co;2-c
Subject(s) - redox , intramolecular force , cyclic voltammetry , chemistry , monomer , photochemistry , electron transfer , alkyl , electrochemistry , molecular switch , polymer chemistry , organic chemistry , molecule , electrode , polymer
Two moieties of mono‐ and trimethincyanines as well as those of styryl dyes were connected by a saturated alkyl tether made from compounds 3 a – c, 5, 7 , and 9 a , b . In most cases, cyclic voltammetry and spectroelectrochemistry for these dyes together with the data for their monomeric models 4, 6, 8 , and 10 reveal electrochemically irreversible transfer of two electrons but chemically reversible reaction and discoloration both on reduction and oxidation. Discoloration is interpreted as intramolecular formation of a single bond, which on redox breaking regenerates the starting colored species. Therefore, the investigated dyes exemplify a new general principle for electrochromics.