Synthesis and electrochemical studies of ferrocene-dithiafulvalenes (Fc-DTF) and 1,1′-bis(dithiafulvalenyl)ferrocene (DTF-Fc-DTF).: An approach towards new conducting organic materials

被引:32
|
作者
Sarhan, AEW [1 ]
Nouchi, Y [1 ]
Izumi, T [1 ]
机构
[1] Yamagata Univ, Fac Engn, Dept Chem & Chem Engn, Yonezawa, Yamagata 9928510, Japan
关键词
electron-donors; synthesis; 1,4-benzo-1,3-dithiafulvalenes; ferrocene; cyclic voltammetry; UV-Vis spectroscopy; electrically conducting materials;
D O I
10.1016/S0040-4020(03)00951-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel pi-conjugated donor compounds based on the strong electron-donating ferrocene moiety and dithiafulvalene donors exhibited increased electron donor ability. The ferrocenylketones 4a,b, 5, 8 and 9 were synthesized via described methods, and allowed to react with 2-dimethoxyphosphinyl-1,3-benzodithiole (13) in the presence of n-BuLi at -78degreesC in dry THF to afford the corresponding ferrocene-dithiafulvalenes 14a,b, 18, 19 and 1,1'-bis(benzo-1,3-dithiol-2-ylidene)ethyl]ferrocene (15). Electrochemical properties of these new donor compounds were studied using cyclic voltammetry (CV) and UV-Vis spectra. CV and absorption spectra of the new compounds were studied in comparison with ferrocene (6) and dibenzo-tetrathiafulvalene DB-TTF 3. Two-electron and three-electron redox behaviors were observed as two waves. The absorption spectra showed a red-shift with a slight increase in the absorption intensities. (C) 2003 Elsevier Ltd. All rights reserved.
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页码:6353 / 6362
页数:10
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