15367-57-4Relevant academic research and scientific papers
Insertion of benzyne into a Bi-S bond: A new synthetic route to ortho -functionalized bismuthanes and its application to the synthesis of dibenzothiophene
Chen, Jing,Murafuji, Toshihiro,Tsunashima, Ryo
experimental part, p. 4532 - 4538 (2011/11/13)
ortho-Arylthio triarylbismuthanes [2-(Ar′S)C6H 4]nBiAr3-n have been conveniently synthesized by insertion of benzyne into the bismuth-sulfur bond of (Ar′S) nBiAr3-n (n = 1, 2). A similar insertion takes place when a homologous antimony congener is used, but no reaction is observed with its phosphorus analogue. This suggests a clear difference in the bond strength between pnictogen-sulfur bonds. The carbon-bismuth bond of [2-(2-BrC 6H4S)C6H4]nBiAr 3-n undergoes Pd-catalyzed intramolecular cross-coupling to produce dibenzothiophene in good yield. An X-ray crystallographic study of 2-(2-BrC 6H4S)C6H4BiTol2 (Tol = 4-MeC6H4) reveals that this molecule is present in a dimeric structure, where the six heteroatoms including bismuth, sulfur, and bromine are linked through the nonbonded intramolecular bismuth-sulfur and intermolecular sulfur-bromine and bromine-bromine interactions.
Studies on the air oxidation of some arsenic(III) compounds
Sideris, Theodore D.,Ioannou, Panayiotis V.
, p. 751 - 762 (2007/10/03)
The air oxidation of As(III) oxides [(PhAsO)x and Ph 2As-O-AsPh2] and thioesters [Ph-As(SPh)2, Ph2As-SPh Me-As(SPh)2, Me2As-SPh], in chloroform and in methanol was studied. The air oxidation in chloroform was faster probably because the solubility of dioxygen is greater than in methanol, and it is favored by the electron-withdrawing phenyl groups bound to As(III). The products obtained were the arsonic or arsinic acids and diphenyl disulfide. In one case, diphenyl disulfide and thiophenol were produced. The results can be rationalized by assuming first hydrolysis of the As(III) compounds to arsonous or arsinous acids followed by their oxidation to arsonic and arsinic acids, which should involve the binding of dioxygen to As(III). The other hypothesis assumes first the binding of dioxygen to As(III) of these oxides and thioesters followed by the decomposition of the adducts. The binding of the ground state dioxygen to As(III) may have biochemical implications for toxicity or chemotherapy of arsenic(III) compounds. Copyright Taylor & Francis Group, LLC.
