Thioacetyl-Terminated Ferrocene-Anthraquinone Conjugates Synthesis, Photo- and Electrochemical Properties Triggered by Protonation-Induced Intramolecular Electron Transfer 英文参考文献.docVIP
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Thioacetyl-Terminated Ferrocene-Anthraquinone Conjugates Synthesis, Photo- and Electrochemical Properties Triggered by Protonation-Induced Intramolecular Electron Transfer 英文参考文献
Molecules 2010, 15, 150-163; doi:10.3390/moleculeOPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Thioacetyl-Terminated Ferrocene-Anthraquinone Conjugates:
Synthesis, Photo- and Electrochemical Properties Triggered by
Protonation-Induced Intramolecular Electron Transfer
Wen-Wei Zhang 1,2, Mio Kondo 1, Takako Fujita 1, Kosuke Namiki 1, Masaki Murata 1 and
Hiroshi Nishihara 1,*
1
Department of Chemistry, School of Science, the University of Tokyo, Hongo, Bunkyo-ku,
Tokyo 113-0033, Japan
2
State Key Laboratory of Coordination Chemistry, Coordination Chemistry Institute, School of
Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China
* Author to whom correspondence should be addressed; E-Mail: nisihara@chem.s.u-tokyo.ac.jp.
Received: 4 September 2009; in revised form: 21 December 2009 / Accepted: 30 December 2009 /
Published: 4 January 2010
Abstract: Two thioacetyl-terminated ferrocene-anthraquinone donor-acceptor molecules
with different π-electron conjugative units have been synthesized via a series of Stille and
Sonagashira reactions. Their photochemical and electrochemical properties before and
after addition of an organic acid are investigated, indicating that these complexes are
sensitive to external perturbation of protonation, leading the structural change to an
expansion of π-conjugated system by cyclocondensation reaction and promoting
intramolecular electron transfer from donor to acceptor. They would be good candidates
for studies of novel SAMs, and the properties triggered by protonation-induced
intramolecular electron transfer will make the SAMs be useful in designing new functional
molecular devices.
Keywords:
ferrocene;
anthraquinone;
donor-acceptor;
protonation;
valence
tautomerization
Molecules 2010, 15
151
1. Introduction
The study of donor-acceptor (D-A) molecules is a fascinating topic, crucia
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