Synthesis and electrochemical properties of a chiral silyl-substituted tetrathiafulvalene derivative

来源 :Chinese Chemical Letters | 被引量 : 0次 | 上传用户:llxww104
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A new chiral tetrathiafulvalene(TTF) derivative and related silyl-substituted 1,3-dithiole-2-(thi)one compounds were synthesized and characterized by ~1H NMR,~(13)C NMR,MS and IR spectra.Single crystal structure of the silyl-substituted 1,3-dithiole-2-one revealed the high degree of conjugation of the fivemembered ring moiety in the compound.The electrochemical properties of the new TTF derivative were studied by cyclic voltammetry and the results indicated that the electron-donating ability of the chiral TTF derivative was similar to that of BEDT-TTF.The △E value for the new TTF derivative was smaller than those for TTF and BEDT-TTF,indicative of decreased Coulombic repulsion in the dicationic redox state.Formation of charge-transfer(CT) complex between the new donor and electron acceptor 2,3-dichloro-5,6-dicyano-l,4-benzoquinone(DDQ) was demonstrated. A new chiral tetrathiafulvalene (TTF) derivative and related silyl-substituted 1,3-dithiole-2- (thi) one compounds were synthesized and characterized by ~ 1H NMR, 13C NMR, MS and IR spectra.Single crystal structure of the silyl-substituted 1,3-dithiole-2-one revealed the high degree of conjugation of the fivemembered ring moiety in the compound. The electrochemical properties of the new TTF derivative were studied by cyclic voltammetry and the results indicated that the electron- donating ability of the chiral TTF derivative was similar to that of BEDT-TTF.The ΔE value for the new TTF derivative was smaller than those for TTF and BEDT-TTF, indicative of decreased Coulombic repulsion in the dicationic redox state. form of charge -transfer (CT) complex between the new donor and electron acceptor 2,3-dichloro-5,6-dicyano-l, 4-benzoquinone (DDQ) was demonstrated.
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