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Ferrocenylethynyl‐Terminated Azobenzenes: Synthesis, Electrochemical, and Photoisomerization Studies
Author(s) -
Yan JianFeng,
Lin DaQiang,
Wang XinGang,
Wu KaiQiang,
Xie LiLi,
Yuan YaoFeng
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201403327
Subject(s) - photoisomerization , electrochemistry , photostationary state , photochemistry , moiety , isomerization , azobenzene , photochromism , chemistry , irradiation , materials science , electrode , organic chemistry , molecule , catalysis , physics , nuclear physics
Ferrocenylethynyl‐terminated derivatives 8 – 12 have been synthesized and characterized by electrochemistry and UV/Vis spectroscopy. The electrochemical and photophysical studies indicate that the electronic communication in ferrocenylethynyl‐substituted derivatives is strongly influenced by the substituted position of the ferrocenylethynyl moiety. In situ electrochemical oxidation or chemical oxidation caused a characteristically weak ligand‐to‐metal charge‐transfer (LMCT) band to appear at 700–1000 nm. Subsequent electrochemical reduction or chemical reduction recovered the most of the original curve and the color of the solution as well. Among the derivatives, compound 8 exhibits the highest cis / trans molar ratio (64:36) in the photostationary state (PSS) upon light irradiation at 365 nm. Compound 8 exhibits excellent fatigue resistance and reversibility under several repeated reversible isomerization cycles.