Molecules 2010, 15(1), 150-163; doi:10.3390/molecules15010150
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,* email
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.
Received: 4 September 2009; in revised form: 21 December 2009 / Accepted: 30 December 2009 / Published: 4 January 2010
(This article belongs to the Special Issue Ferrocenes)
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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

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MDPI and ACS Style

Zhang, W.-W.; Kondo, M.; Fujita, T.; Namiki, K.; Murata, M.; Nishihara, H. Thioacetyl-Terminated Ferrocene-Anthraquinone Conjugates: Synthesis, Photo- and Electrochemical Properties Triggered by Protonation-Induced Intramolecular Electron Transfer. Molecules 2010, 15, 150-163.

AMA Style

Zhang W-W, Kondo M, Fujita T, Namiki K, Murata M, Nishihara H. Thioacetyl-Terminated Ferrocene-Anthraquinone Conjugates: Synthesis, Photo- and Electrochemical Properties Triggered by Protonation-Induced Intramolecular Electron Transfer. Molecules. 2010; 15(1):150-163.

Chicago/Turabian Style

Zhang, Wen-Wei; Kondo, Mio; Fujita, Takako; Namiki, Kosuke; Murata, Masaki; Nishihara, Hiroshi. 2010. "Thioacetyl-Terminated Ferrocene-Anthraquinone Conjugates: Synthesis, Photo- and Electrochemical Properties Triggered by Protonation-Induced Intramolecular Electron Transfer." Molecules 15, no. 1: 150-163.

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