Thiosulfonates: Synthesis, Reactions and Practical Applications

Molecular and vibrational structure of thiosulfonate S-esters

“…The computed electronic energies of gauche(1) and gauche(2) are very similar, and ca. 0.3 kcal/mol lower than those of gauche(3) and anti (1). Inclusion of zero-point vibrational energies does not significantly affect the relative energies.…”

“…Thiosulfonate S-esters (general formula: R 1 ASO 2 ASAR 2 ) are of interest as reactive and synthetically useful reagents in general and industrial organic chemistry [1], as powerful sulfenylation reagents [2], and as blocking agents in protein chemistry [3]. Since thiosulfonate S-esters are commercially available only to a very limited extent, the synthetic accessibility of these compounds, in particular via modern environmentally friendly methods, is still of importance [4].…”

New and Facile Synthesis of Thiosulfonates from Sulfinate/Disulfide/I2 System

“…2 Furthermore, the thiosulfonates have a wide industrial application both in polymer production and in photographic processes. 3 Due to their stronger sulfenylating power, thiosulfonates have also been extensively utilized in organic syntheses for sulfide and disulfide formation or aromatic thiocyanation with the thiolate anion. 4 Several synthetic methods for the preparation of unsymmetrical thiosulfonates possessing various substituents at the sulfenyl sulfur atom have been reported.…”

7.28 Oxidation of Sulfur, Selenium, and Tellurium

“…81 7.28.2.2 Oxidation of Thiols to Thiosulphonates, Sulfonyl Chlorides, Sulfonamides, and Sulfonic Acids Thiosulfonates 7 serve as useful compounds in the industry, 82 show some biological activity, 83 and are employed as strong sulfenylating agents. 84 Several pharmaceutically active compounds used in the prevention and treatment of important diseases contain the sulfonamide group.…”