54191-75-2Relevant academic research and scientific papers
Photochemical formation of thiirene and thioketene in 1,2,3-thiadiazoles with phenyl substituents studied by time-resolved spectroscopy
Burdzinski, Gotard,Sliwa, Michel,Zhang, Yunlong,Delbaere, Stephanie,Pedzinski, Tomasz,Rehault, Julien
, p. 895 - 901 (2013/08/25)
Photochemistry of 4-phenyl-1,2,3-thiadiazole (PT) and 4,5-diphenyl-1,2,3- thiadiazole (DPT) in solution was studied at room temperature using UV-vis and IR transient absorption spectroscopies (λex = 266 nm). Ultrafast techniques show a very fast rise (a millisecond time scale thiirenes with phenyl substituents undergo an intermolecular reaction (dimerization of thiirene-thioketene complexes) leading to 1,3-dithiole derivatives.
Synthesis and characterisation of hexacarbonyl 2-phenylethene-1,1- dithiolatodiiron
Wang, Xiufeng,Wei, Zhenhong,Jiang, Xiujuan,Zhao, Jia,Liu, Xiaoming
, p. 112 - 117 (2013/01/13)
2-Phenylethenethione (1) and its tautomer (1′) were prepared by reaction of ethynyl benzene with S8. The reaction of the tautomer with triiron dodecacarbonyl in dry toluene led to the formations of a classic triiron cluster, [Fe3(μ3-S)2(CO) 9] (2), and a novel diiron complex, [Fe2(μ-S) 2CCHPh)(CO)6] (3). In this complex, the bridging linkage, 2-phenylethene-1,1-dithiolate, was formed during the reaction involving both C-S bond formation and cleavage. Complex 3 was fully characterised including X-ray single crystal diffraction analysis. In its solid state, the neighboring phenyl rings are within the distance of π-π stacking interaction. Its electrochemistry was carried out in both dicholormethane (DCM) and acetonitrile. It was found that the reversibility was severely affected by solvent. The complex exhibited improved reversibility in the nonpolar solvent (DCM).
Acylthioketene-Thioacylketene-Thiet-2-one Rearrangements
Ammann, Jeffrey R.,Flammang, Robert,Wong, Ming Wah,Wentrup, Curt
, p. 2706 - 2710 (2007/10/03)
Flash vacuum thermolysis (FVT) of 6-aryl-1,3-dioxine-4-thiones 9 leads to the formation of acylthioketenes 10, which are characterized by Ar matrix IR spectroscopy as well as on-line tandem mass spectrometry. The thioketenes 10 undergo a 1,3-shift of the aryl group to generate thioacylketenes 11. Ketenes 11 cyclize to 3-aryl-thiet-2-ones 12, which are also characterized by matrix IR spectroscopy and tandem mass spectrometry. The thiet-2-ones 12 undergo two kinds of reaction under the FVT conditions: (i) cheletropic CO extrusion with formation of arylthioketenes 13, and (ii) cycloreversion to COS and arylacetylene.
