Thioacetyl-terminated ferrocene-anthraquinone conjugates: synthesis, photo- and electrochemical properties triggered by protonation-induced intramolecular electron transfer.

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Wen-Wei ZhangHiroshi Nishihara

Abstract

Two thioacetyl-terminated ferrocene-anthraquinone donor-acceptor molecules with different pi-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 pi-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.

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Citations

Jul 25, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Ye-Dong PengJing-Lin Zuo
Sep 4, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Michael S InkpenNicholas J Long

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Methods Mentioned

BETA
deacylation
column chromatography

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