32294-60-3Relevant academic research and scientific papers
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.
The oxidation of diphenyl ditelluride by substituted orthobenzoquinones, and the molecular structure of 2O
Tian, Zhigang,Tuck, Dennis G.
, p. 125 - 130 (1993)
The reaction between tetrahalogeno-ortho-benzoquinones (X4C6O2-o; X=Cl, Br) and diphenyl ditelluride gives the unusual tellurium(IV) derivatives 2O.Crystallographic studies show that tellurium is coordinated by a substituted catecholate, a phenyl group, and a bridging oxygen.The mechanism of the reaction probably involves initial formation of a semiquinone-tellurium-phenyl species, since ESR spectroscopy identifies the presence of o-semiquinone radicals.A similar reaction was observed with (C6H5)2Te2 and 3,5-di-tert-butyl-ortho-benzoquinone.
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.
Synthetic method of diaryl ditellurium ether compound
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Paragraph 0027-0041, (2021/03/31)
The invention relates to a synthetic method of a diaryl ditellurium ether compound. The method comprises the following steps: putting phenylboronic acid or derivatives thereof, elemental tellurium, trimethylcyano silane and an organic solvent into a reaction container to obtain a mixed solution, heating the mixed solution to 110-140 DEG C, performing stirring to react for 18-30 hours at the temperature to obtain a reaction solution, and carrying out aftertreatment to obtain the diaryl ditellurium ether compound, the ratio of the phenylboronic acid or the derivative thereof to the elemental tellurium to the trimethylnitrile silane is (7-9): (8-10): 1. The synthetic method of the diaryl ditellurium ether compound has the following beneficial effects: 1, the reaction can be performed withoutmetal participation, so that the synthetic method is more environment-friendly and lower in cost; 2, the compatibility of a substrate is good; and 3, the preparation process is simple and easy to operate.
Synthesis, Mechanism Elucidation and Biological Insights of Tellurium(IV)-Containing Heterocycles
Souza, Jo?o Pedro A.,Menezes, Leociley R. A.,Garcia, Francielle P.,Scariot, Débora B.,Bandeira, Pamela T.,Bespalhok, Mateus B.,Giese, Siddhartha O. K.,Hughes, David L.,Nakamura, Celso V.,Barison, Andersson,Oliveira, Alfredo R. M.,Campos, Renan B.,Piovan, Leandro
supporting information, p. 14427 - 14437 (2021/09/25)
Inspired by the synthetic and biological potential of organotellurium substances, a series of five- and six-membered ring organotelluranes containing a Te?O bond were synthesized and characterized. Theoretical calculations elucidated the mechanism for the oxidation-cyclization processes involved in the formation of the heterocycles, consistent with chlorine transfer to hydroxy telluride, followed by a cyclization step with simultaneous formation of the new Te?O bond and deprotonation of the OH group. Moreover, theoretical calculations also indicated anti-diastereoisomers to be major products for two chirality center–containing compounds. Antileishmanial assays against Leishmania amazonensis promastigotes disclosed 1,2λ4-oxatellurane LQ50 (IC50=4.1±1.0; SI=12), 1,2λ4-oxatellurolane LQ04 (IC50=7.0±1.3; SI=7) and 1,2λ4-benzoxatellurole LQ56 (IC50=5.7±0.3; SI=6) as more powerful and more selective compounds than the reference, being up to four times more active. A stability study supported by 125Te NMR analyses showed that these heterocycles do not suffer structural modifications in aqueous-organic media or at temperatures up to 65 °C.
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).
Tellurides Bearing Sulfonamides as Novel Inhibitors of Leishmanial Carbonic Anhydrase with Potent Antileishmanial Activity
Angeli, Andrea,Etxebeste-Mitxeltorena, Mikel,Sanmartín, Carmen,Espuelas, Socorro,Moreno, Esther,Azqueta, Amaya,Parkkila, Seppo,Carta, Fabrizio,Supuran, Claudiu T.
, p. 4306 - 4314 (2020/05/25)
We report for the first time a novel series of tellurides bearing sulfonamide as selective and potent inhibitors of the β-class carbonic anhydrase (CA; EC 4.2.1.1) enzyme expressed in Leishmania donovani protozoa. Such derivatives showed high activity against axenic amastigotes, and among them, compound 5g (4-(((3,4,5-trimethoxyphenyl)tellanyl)methyl)benzenesulfonamide) showed an IC50 of 0.02 μM being highly selective for the parasites over THP-1 cells with a selectivity index of 300. The in vitro and in vivo toxicity experiments showed compound 5g to possess a safe profile and thus paving the way for tellurium-containing compounds as novel drug entities.
Diacetal Ditellurides as Highly Active and Selective Antiparasitic Agents toward Leishmania amazonensis
Bandeira, Pamela T.,Souza, Jo?o Pedro A.,Scariot, Débora B.,Garcia, Francielle P.,Nakamura, Celso V.,De Oliveira, Alfredo R. M.,Piovan, Leandro
supporting information, p. 806 - 810 (2019/05/06)
Leishmaniasis is a neglected tropical disease and a public health concern in at least 98 countries, affecting mainly the poorest populations. Pharmaceuticals and chemotherapies available for leishmaniasis treatment have several limitations, which clearly justify the efforts to find new potential antileishmanial drugs. In this context, antiprotozoal activities toward different Leishmania species have been reported for hypervalent tellurium compounds, which motivated us to investigate, for the first time, the leishmanicidal properties of some nonhypervalent diaryl ditellurides. Thus, this work describes in vitro activity against Leishmania amazonensis and the cytotoxicities of diaryl ditellurides. Ditelluride LQ7 revealed a strong leishmanicidal activity on promastigotes and amastigotes at submicromolar levels (IC50 = 0.9 ± 0.1 and 0.5 ± 0.1 μmol L-1, respectively) and presented selectivity indexes greater than those of reference drug miltefosine. This preliminary study suggests that diaryl ditellurides may be promising scaffolds for the development of new agents for leishmaniasis treatment.
