1,7-dithioxo-substituted systems. Synthesis, structure, and photoconductivity of bis(5,5-dimethyl-3-hydrazonocyclohex-1-enyl) sulfide

作者：Timokhina L V^*; Smirnov V I; Shevchenko S G; Vashchenko A V; Ushakov I A

来源：Russian Journal of General Chemistry, 2010, 80(2): 284-291.

DOI：10.1134/S1070363210020179

Bis(5,5-dimethyl-3-hydrazonocyclohex-1-enyl) sulfide was synthesized by the reaction of bis(5,5-dimethyl-3-thioxocyclohex-1-enyl) sulfide or its oxygen analog with hydrazine. Conformational lability of the molecule of dihydrazone was studied by the DFT(B3LYP) method using expanded basis sets 6-311G and 6-11G(d,p). Analysis of vibration IR and Raman spectra of the most stable conformers of the isolated molecule of dihydrazone was performed at the harmonic approximation. Using the Onsager SCRF solvation model the absence of solvent effect on the relative stability of the conformers was shown. The photoconductivity of dihydrazone was studied. Low value of the ratio of photocurrent to dark current (J (p)/J (d) = 2.5-3.5) for dyhydrazone was assigned to the lability of its stereoelectronic structure, which was in line with the data of (1)H, (13)C, and (15)N NMR spectra.

• 出版日期2010-2