Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5417562 | Journal of Molecular Structure: THEOCHEM | 2008 | 6 Pages |
Abstract
The electronic and geometrical structures of thiosulfinic acids, RSSOH, 1, (1a, RÂ =Â H; 1b, RÂ =Â CH3; 1c, RÂ =Â t-C4H9; 1d, RÂ =Â C6H5; 1e, RÂ =Â F) and their anions have been investigated by the ab initio and density functional methods. The calculations show that the stability of the thiolo-tautomers of 1, RS(O)SH, and the thiono-tautomers, RS(S)OH, is almost the same in the gas phase, the energy of the thiolo-tautomers being slightly lower. The tautomers of 1 having the thiosulfone structure, RS(O)(S)H, were found to be the least stable. The thiosulfinate anions show ambident character with the negative charge dispersed over terminal O and S atoms and are stabilized by electronegative substituents.
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Physical Sciences and Engineering
Chemistry
Physical and Theoretical Chemistry
Authors
Marian MikoÅajczyk, Marek Cypryk, Grzegorz KrasiÅski,