262-30-6Relevant articles and documents
STUDIES ON LONG-RANGE COUPLINGS BETWEEN 77Se AND 13C IN SOME ARYL SELENIDES, DICHLORIDES, AND SELENOXIDES. THE INVERSE EFFECT ON COUPLINGS IN THE SELENOXIDE FORMATION.
Nakanishi,Ikeda
, p. 1661 - 1664 (1983)
Long-range coupling constants between **7**7Se and **1**3C in selenoanisole, diphenyl selenide, diphenyl diselenide, and their 2-mono- and 2,2 prime -disubstituted derivatives, selenoxanthone, selenanthrene, dichlorides, and selenoxides were measured to disclose predominant factors governing the magnitude of the coupling. Extraordinary large values for two- and three-bond couplings are found in selenoxanthone. Three factors are operative: the orientational effect, the coordination number, and the effect of ring formation. The last factor accompanies a stronger inverse effect on the coupling of selenoxides than on that of selenides.
Transition-metal-free synthesis of unsymmetrical diaryl chalcogenides from arenes and diaryl dichalcogenides
Prasad, Ch Durga,Balkrishna, Shah Jaimin,Kumar, Amit,Bhakuni, Bhagat Singh,Shrimali, Kaustubh,Biswas, Soumava,Kumar, Sangit
, p. 1434 - 1443 (2013/03/29)
A transition-metal-free synthetic method has been developed for the synthesis of unsymmetrical diaryl chalcogenides (S, Se, and Te) from diaryl dichalcogenides and arenes under oxidative conditions by using potassium persulfate at room temperature. Variously substituted arenes such as anisole, thioanisole, diphenyl ether, phenol, naphthol, di- and trimethoxy benzenes, xylene, mesitylene, N,N-dimethylaniline, bromine-substituted arenes, naphthalene, and diaryl dichalcogenides underwent carbon-chalcogen bond-forming reaction to give unsymmetrical diaryl chalcogenides in trifluoroacetic acid. To understand the mechanistic part of the reaction, a detailed in situ characterization of the intermediates has been carried out by 77Se NMR spectroscopy by using diphenyl diselenide as the substrate. 77Se NMR study suggests that electrophilic species ArE+ is generated by the reaction of diaryl dichalcogenide with persulfate in trifluoroacetic acid. The electrophilic attack of arylchalcogenium ion on the arene may be responsible for the formation of the aryl-chalcogen bond.
TRANSMETALLATION REACTIONS INVOLVING PHENYLENEMERCURIALS
Humphries, R. E.,Al-Jabar, N. A. A.,Bowen, D.,Massey, A. G.,Deacon, G. B.
, p. 59 - 68 (2007/10/02)
When heated with Group V and Group VI elements, the phenylenemercurials (C6H4Hg)3, (C6F4Hg)3 and (C6Cl4Hg)3 form heterocycles of formulae M2(C6X4)3 and M'2(C6X4)2 where M = As, Sb, Bi and M' = S, Se, Te.The compounds Te2(C6Cl4)2 and M2(C6Cl4)3 (M = As, Sb, Bi) were also obtained by heating the elements with 1,2-I2C6Cl4, which was prepared by mercuration of 1,2-H2C6Cl4 followed by iododemercuration.Octachlorothianthrene has been obtained by heating sulphur with Te2(C6Cl4)2, C6Cl6 or C6H5I, and from the reaction between 1,2-H2C6Cl4, AlCl3, and S2Cl2.
