290-79-9Relevant academic research and scientific papers
1,4-Dichalcogenins: Synthesis from Dichloroethenes and Elemental Chalcogens in a Hydrazine Hydrate–Potassium Hydroxide System
Bogdanova, I. N.,Grabelnykh, V. A.,Istomina, N. V.,Korchevin, N. A.,Nikonova, V. S.,Rozentsveig, I. B.,Russavskaya, N. B.,Sosnovskaya, N. G.
, p. 814 - 819 (2021/06/26)
Abstract: A possibility of the synthesis of 1,4-dichalcogenins by the reaction of vinylidene chloride or 1,2-dichloroethene with elemental chalcogenes in a hydrazine hydrate–KOH system was studied. When vinylidene chloride was used, the maximum yield of 1,4-diselenin was 38%; 1,4-ditellurine was not formed. Diselenin was obtained from 1,2-dichloroethene in 45% yield, while ditellurine was prepared in 21% yield. A plausible mechanism for the formation of dichalcogenin molecules was proposed, which makes it possible to explain the differences in the behavior of 1,1- and 1,2-dichloroethenes in the reaction with potassium telluride. When two chalcogenes were introduced into the reaction, 1,4-dichalcogenins with different chalcogen atoms were obtained with yields of up to 7%.
Reactions of Dichloroethenes with Sulfur in the System Hydrazine Hydrate–KОН
Levanova,Nikonova,Grabel’nykh,Russavskaya,Albanov,Rozentsveig,Korchevin
, p. 383 - 388 (2018/04/23)
Vinylidene chloride and 1,2-dichloroethene react with sulfur in the system hydrazine hydrate–KОН with the formation of polyvinylenesulfide oligomer of molecular mass 1750–6120 Da containing also vinylenehydrazine and vinylenechloride links in the Z-configuration, and 1,4-dithiine in the yield up to 46%. In aqueous-hydrazine layer polysulfide anions Sn2– (n = 1–4), mainly S22– were found. The mechanism of formation of oligomers and 1,4-dithiine is suggested, which includes in the first stage dehydrochlorination of dichloroethenes and generation of chloroacetylene.
Selective Metalations of 1,4-Dithiins and Condensed Analogues Using TMP-Magnesium and -Zinc Bases
Castelló-Micó, Alicia,Nafe, Julia,Higashida, Kosuke,Karaghiosoff, Konstantin,Gingras, Marc,Knochel, Paul
supporting information, p. 360 - 363 (2017/04/21)
TMPMgCl·LiCl and TMPZnCl·LiCl allow facile magnesiation and zincation, respectively, of the 1,4-dithiin scaffold, producing polyfunctionalized 1,4-dithiins. A subsequent metalation of these S-heterocycles can also be achieved with the same TMP bases, lead
An economical approach to the synthesis of unsaturated thiacrown ethers
Sun, Dong-Qing,Yang, Jing-Kui
experimental part, p. 2454 - 2458 (2011/09/20)
The inexpensive starting material, 1,1-dichloroethylene, was used as a substitute for 1,2-dichloroethylene to synthesize unsaturated thiacrown ethers through the reaction of 1,1-dichloroethylene with sodium sulfide in the presence of a 15-crown-5 catalyst. Besides the compounds containing cis-carbon-carbon double bonds, two unsaturated thiacrown ethers each containing one trans-carbon-carbon double bond were also isolated. Georg Thieme Verlag Stuttgart New York.
Unsaturated thiacrown ethers: Synthesis, physical properties, and formation of a silver complex
Tsuchiya,Shimizu,Kamigata
, p. 11534 - 11538 (2007/10/03)
The 6-, 9-, 12-, 15-, 18-, 21-, 24-, and 27-membered unsaturated thiacrown ethers 1-8 were formed by reaction of cis-1,2-dichloroethylene with sodium sulfide in acetonitrile. Crystal structures of 4-8 were determined by X-ray crystallography, and it was found that all sulfur atoms of 5-8 direct to the inside of the ring (endodentate). All of the ORTEP drawings show that there are cavities in these molecules, and the cavity sizes in 4-8 were 1.76, 2.34, 3.48, 4.43, and 5.36 A, respectively. The UV spectra of 4-8 showed absorption maximums at the range of 255-276 nm in acetonitrile, and the absorption maximums of 4-8 were found to shift to longer wavelengths by changing the solvent from acetonitrile to cyclohexane. The cyclic voltammograms of 4-8 indicate that the larger unsaturated thiacrown ethers were oxidized more easily than the smaller systems, and unsaturated thiacrown ethers were oxidized more easily than corresponding saturated systems. The reaction of 4 with silver trifluoroacetate in acetone afforded the colorless complex Ag1(C2H2S)5(CF3COO) 9. The crystal structure of 9 was determined by X-ray analysis, and it was found that three of the five sulfur atoms bonded to the silver atom.
Photoselective 1:1 Adduct between bis(1,2-diphenyl-1,2-ethylenedithiolato)nickel(0) and Quardocylane
Kajitani, Masatsugu,Kohara, Midori,Kitayama, Tomoko,Asano, Yoshihiko,Sugimori, Akira
, p. 2109 - 2112 (2007/10/02)
Bis(1,2-diphenyl-1,2-ethylenedithiolato)nickel(0) (1a) reacts with quardocyclane (Q) to give 1:1 adduct which has the same structure as that of the adduct between 1a and norbornadiene (NBQ).Q reacts with 1a much faster then NBD.The adduct is thermally stable but photoselective to dissociate into 1a and NBD.
