study of dithioglyoxal conformations and how it is formed from 1, 2-ditate by DFT method

Subject Areas :

vahideh hadigheh rezvan ¹ (Department of Chemistry, Ardabil Branch, Islamic Azad University, Ardabil, Iran)

Received: 2023-02-23 Accepted : 2023-07-10 Published : 2023-05-22

Keywords: 2-dithiete", "1, "valence isomer", "DFT", "conformation", "di-thiolene",

Abstract :

1, 2-Dithiete is a cyclic and unsaturated compound. This organo sulfuric compound can be converted to di-thiolene (dithioglyoxal) which is its valence isomer. Conversion reaction of 1, 2-dithiete to di-thiolene, structural properties, polarity, and polarizability of some derivatives of these two valence isomers was examined by quantum mechanical method at the level of DFT/LSDA theory and bases sets 6-311 ++ g (d, p) using computational program Gaussian. The conversion of 1, 2-dithiete to di-thiolene takes place through the S-cis conformation pathway and is a exothermic reaction. For di-thiolene, two conformations, S-cis and S-trans, were obtained. The S-trans conformation is more stable. In the case of ten derivatives (R = CH3, CF3, Cl, CN, OCH3, CH2CH3, t-Bu, Cyclopropyl, Cyclobutyl, and Cyclopentyl) the S-cis conformations are so unstable that they are not obtained as local structures. In general, S-trans di-thiolene are more stable than their cyclic valence isomers, 1,2-dithietes. Of course, the degree of stability depends on the type of substituent.