32294-60-3Relevant articles and documents
Aromatic Substitution and Dealkylation by Alkanetellurolate Anions
Potapov, V. A.,Amosova, S. V.,Petrov, P. A.
, p. 6515 - 6518 (1992)
Under the action of alkanetellurolate anion phenyl halides undergo aromatic substitution followed by dealkylation of the alkyl phenyl telluride thus formed.The generated benzenetellurolate anion can be either alkylated or oxidized to diphenyl ditelluride, or added to acetylene.Butyl methyl telluride and selenide are demethylated by methanechalcogenolate anions.
Oxidative addition of diphenyldichalcogenides PhEEPh (E = S, Se, Te) to low-valent CN-and NCN-chelated organoantimony and organobismuth compounds
Simon, Petr,Jambor, Roman,Ruiszicka, Ales,Dostal, Libor
, p. 239 - 248 (2013)
The reactions of the organoantimony(I) compound L1 4Sb4 (1) (where L1 = [o-C6H 4(CH=NC6H3(i-Pr)2-2,6)]) with diphenyldichalcogenides PhEEPh (E = S, Se, or Te) gave compounds L 1Sb(EPh)2 (E = S (2), Se (3), Te (4)) as the result of the oxidative addition of the antimony(I) atom across the chalcogen-chalcogen bond. The reaction of diphenyldichalcogenides PhEEPh with an in situ prepared organobismuth(I) compound (via reaction of the parent chloride L 1BiCl2 (5) with two equivalents of K[B(s-Bu) 3H]) gave surprisingly diorganobismuth compounds L1 2Bi(EPh) (E = S (6), Se (7), Te (8)) as the major products along with only a trace amount of the intended compounds L1Bi(EPh)2 (E = S (9), Se (10), Te (11)). It turned out that this is the result of instability of 9-11 in solution, and their decomposition provided compounds 6-8. The bismuth compounds containing the pincer-type ligand L2 (L 2 = [o,o-C6H3(CH2NMe 2)2]) containing an extra donor pendant arm were studied with the aim to support their stability by an additional N→Bi interaction. Thus, in situ preparation of the organobismuth(I) compound from L 2BiCl2 (12) and two equivalents of K[B(s-Bu)3H] followed by the addition of PhEEPh gave compounds L2Bi(EPh) 2 (E = S (13), Se (14), Te (15)). Compounds 13-15 showed no tendency for redistribution reaction, contrary to 9-11, due to the rigid coordination of both nitrogen donor atoms of the ligand L2 to the bismuth atom. All studied compounds were characterized by the help of 1H and 13C NMR spectroscopy, by elemental analysis, and except compounds 4, 14, and 15 by single-crystal X-ray diffraction analyses.
Metal-free chalcogenation of cycloketone oxime esters with dichalcogenides
Ji, Liangshuo,Qiao, Jiamin,Liu, Junjie,Tian, Miaomiao,Lu, Kui,Zhao, Xia
supporting information, (2021/06/15)
We report the metal-free chalcogenation of cycloketone oxime esters with dichalcogenides via a radical process. Because of the metal-free condition and use of readily accessible dichalcogenides, this method is an effective and green strategy for the synthesis of chalcogen-substituted butyronitrile.
A greener protocol for the synthesis of phosphorochalcogenoates: Antioxidant and free radical scavenging activities
Mailahn, Daniela H.,Iarocz, Lucas E.B.,Nobre, Patrick C.,Perin, Gelson,Sinott, Airton,Pesarico, Ana Paula,Birmann, Paloma T.,Savegnago, Lucielli,Silva, Márcio S.
, (2020/12/07)
In this contribution, a metal- and base-free protocol has been developed for the synthesis of phosphorochalcogenoates (Se and Te) by using DMSO as solvent at 50 °C. A variety of phosphorochalcogenoates were prepared from diorganyl dichalcogenides and H-phosphonates, leading to the formation of a Chal-P(O) bond, in a rapid procedure with good to excellent yields. A full structural elucidation of products was accessed by 1D and 2D NMR, IR, CGMS, and HRMS analyses, and a stability evaluation of the phosphorochalcogenoates was performed for an effective operational description of this simple and feasible method. Typical 77Se{1H} (δSe = 866.0 ppm), 125Te{1H} (δTe = 422.0 ppm) and 31P{1H} (δP = ?1.0, ?13.0 and ?15.0 ppm) NMR chemical shifts were imperative to confirm the byproducts, in which this stability study was also important to select some products for pharmacological screening. The phosphorochalcogenoates were screened in vitro and ex vivo tests for the antioxidant potential and free radical scavenging activity, as well as to investigation toxicity in mice through of the plasma levels of markers of renal and hepatic damage. The pharmacological screening of phosphorochalcogenoates indicated that compounds have antioxidant propriety in different assays and not changes plasma levels of markers of renal and hepatic damage, with excision of 3g compound that increased plasma creatinine levels and decreased plasma urea levels when compared to control group in the blood mice. Thus, these compounds can be promising synthetic antioxidants that provide protection against oxidative diseases.
Metal-Free Synthesis of Unsymmetrical Aryl Selenides and Tellurides via Visible Light-Driven Activation of Arylazo Sulfones
Fagnoni, Maurizio,Li, Ankun,Li, Yuxuan,Liu, Junjie,Lu, Kui,Protti, Stefano,Shan, Xiwen,Tian, Miaomiao,Zhao, Xia
, p. 7358 - 7367 (2020/12/01)
A protocol for the visible light driven preparation of unsymmetrical (hetero)aryl selenides and tellurides is described herein. The method exploits the peculiar photoreactivity of arylazo sulfones that act as thermally stable, precursors of aryl radicals under both photocatalyst- and additive-free conditions. The method developed shows an impressive versatility (more than fifty compounds isolated).