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Photoswitched and Functionalized Oligothiophenes: Synthesis and Photochemical and Electrochemical Properties
Author(s) -
Tsivgoulis Gerasimos M.,
Lehn JeanMarie
Publication year - 1996
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/chem.19960021112
Subject(s) - photochromism , thiophene , conjugated system , photochemistry , electrochemistry , chemistry , fluorescence , combinatorial chemistry , materials science , organic chemistry , polymer , electrode , physics , quantum mechanics
The extended dithienylethene compounds 1–3 have been synthesized. They undergo photochromic and electrochemical changes by photoinduced interconversion between open and closed forms of type A and B . In addition, both forms of the N ‐methylated derivatives 1b and 2b have absorption bands in which excitation results in very large differences in fluorescence between the two forms with very little effect on the opening/closing state, a feature of interest for optical memory data systems. The compounds 2 and 3 contain six and eight conjugated thiophene units in the closed forms, respectively, and thus represent oligothiophenes endowed with a photoactivated switch; they are of special interest in this respect in view of the potential use of switched oligothiophenes in molecular electronic devices.