- Arylglyoxals: A novel and efficient reagent for the oxidation of thiols to homodisulfides
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The stoichiometric oxidation of thiols to their corresponding homodisulfides by arylglyoxals has been described. The process has several advantages: high yields, short reaction times, simple experimental and work-up procedures. Figure Presented.
- Mosslemin, Mohammad Hossein,Anary-Abbasinejad, Mohammad,Movahhed, Abolfazl Eshghi,Hassanabadi, Alireza,Ghoroghchian, Saeedeh
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Read Online
- Dicationic Thiolate-Bridged Diruthenium Complexes for Catalytic Oxidation of Molecular Dihydrogen
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Dicationic thiolate-bridged diruthenium complexes bearing sterically bulky alkane substituents on the thiolate ligands such as [Cp?Ru(μ-SiPr)2Ru(OH2)Cp?](OTf)2 have been found to work as effective catalysts toward oxidation of molecular dihydrogen into protons and electrons in protic solvents such as water and methanol. DFT calculations indicate that the sterically bulky alkane substituent in the complex plays an important role in facilitating the reaction step of the coordination of molecular dihydrogen.
- Yuki, Masahiro,Sakata, Ken,Nakajima, Kazunari,Kikuchi, Syoma,Sekine, Shinobu,Kawai, Hiroyuki,Nishibayashi, Yoshiaki
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supporting information
p. 4499 - 4506
(2017/12/05)
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- Method for preparing disulfide bond containing compound by using TEMPO catalyst through aerobic oxidation
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The invention discloses a method for preparing a disulfide bond containing compound by using a TEMPO catalyst through aerobic oxidation. The method comprises the following steps: adding R-SH, R'-SH and TEMPO into a solvent, and performing heating reflux in an aerobic environment, thereby preparing R-S-S-R'. The method achieves oxidative coupling reaction of thiophenol and mercaptan in the absence of transition metal and is high in yield, good in selectivity and free of over-oxidized product; for aliphatic mercaptan which is relatively poor in activity, the problem of oxidation can be solved by adding copper salt as a promoter, the yield is relatively high, and the reaction is greatly affected by a substitute group; the catalyst is easy to obtain, the reaction condition is gentle, and the method is applicable to large-scale production.
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Paragraph 0065; 0066; 0067; 0068; 0069; 0129-0132
(2016/10/07)
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- Ultrasound-Accelerated Synthesis of Asymmetrical Thiosulfonate S-Esters by Base-Promoted Reaction of Sulfonyl Chlorides with Thiols
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Amberlyst A-26, Mg-Al hydrotalcite, potassium fluoride absorbed on alumina, triethylamine and pyridine have been tested as base catalysts and reagents for the reaction of sulfonyl chlorides with thiols to prepare thiosulfonate S-esters. The reactions were performed under solvent-free conditions or with a minimum amount of solvent assisted by magnetic stirring, ultrasound irradiation and microwave irradiation. Ultrasound irradiation has good effects on the synthesis of sterically hindered thiosulfonate S-esters in solvent-free media as well as in a minimum amount of anhydrous diethyl ether.
- Pham, Hien Thi,Nguyen, Ngoc-Lan Thi,Duus, Fritz,Luu, Thi Xuan Thi
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p. 1934 - 1941
(2015/12/12)
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- Methyl sulfinates as electrophiles in friedel-crafts reactions. Synthesis of aryl sulfoxides
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The Friedel-Crafts reaction of methyl alkyl- and arylsulfinates with aromatic systems, activated by one or more electron-donating substituents (OH, OMe, NHR, NR2), provides alkyl aryl and diaryl sulfoxides under mild conditions and in moderate to good yields. The very high regioselectivity usually observed in these sulfinylation reactions is rationalized on the basis of a Wheland intermediate having a trigonal bypyramidal structure in which steric and electronic interactions are significant factors strongly destabilizing the attack to the ortho positions.
- Yuste, Francisco,Hernandez Linares, Angelica,Mastranzo, Virginia M.,Ortiz, Benjamin,Sanchez-Obregon, Ruben,Fraile, Alberto,Garcia Ruano, Jose Luis
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scheme or table
p. 4635 - 4644
(2011/07/29)
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- Rapid and efficient synthesis of symmetrical alkyl disulfides under phase transfer conditions
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A one-pot, rapid and general method for the synthesis of symmetrical disulfides based on reaction of sulfur with sodium sulfide in the presence of didecyldimethylammonium bromide (DDAB) as a phase transfer catalyst is reported. Reaction with a variety of alkyl halides, at room temperature, afforded the disulfides in good to excellent isolated yields in a short time.
- Sonavane, Sachin U.,Chidambaram, Mandan,Almog, Joseph,Sasson, Yoel
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p. 6048 - 6050
(2008/02/10)
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- Rhodium-catalyzed sulfur atom exchange reaction between organic polysulfides and sulfur
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RhH(PPh3)4 and cis-1,2-bis(diphenylphosphino)ethylene (dppv) catalyze the exchange of sulfur atoms between sulfur and organic polysulfides. The exchange of dialkyl trisulfides with sulfur proceeds at a high efficiency within 5 min at room temperature yielding a mixture of organic polysulfides.
- Arisawa, Mieko,Tanaka, Ken,Yamaguchi, Masahiko
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p. 4797 - 4800
(2007/10/03)
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- Method for preparing aromatic diphenyl thioethers
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The invention concerns a method for preparing aromatic diphenyl thioethers. More particularly the invention concerns the preparation of 4-chloro-4′-thiomethyldiphenylether. The inventive method for preparing an aromatic diphenyl thioether is characterised in that it consists in reacting in an aqueous medium a diazonium salt of an aromatic diphenyl compound with a disulphide sulphur compound, in the presence of an efficient amount of a coupling catalyst.
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- Liquid-phase oxidation of thiols with chlorine dioxide
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The products and kinetics of the liquid-phase oxidation of 11 aliphatic and aromatic thiols with chlorine dioxide were studied at -10-+70 °C in organic media. The rate constants and activation parameters of the reaction were determined. The influence of the thiol structure on its reactivity was studied. A strong solvent effect on the reaction rate constant was found, and the reaction mechanism was proposed.
- Yakupov,Shereshovets,Imashev,Ismagilov
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p. 2352 - 2355
(2007/10/03)
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- Caro's acid supported on silica gel. Part 1: Oxidative coupling of thiols to disulfides
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Mild and efficient method for preparation of disulfides from thiols is described using Caro's acid supported on silica gel.
- Movassagh,Lakouraj,Ghodrati
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p. 3597 - 3603
(2007/10/03)
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- Preparation of dithioselenides via a selenium transfer reagent
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The addition of two moles of thiol to a unique selenium-transfer reagent, bis azole selenide 4, results in very good isolated yields of dithioselenides (RS-Se-SR).
- Ryan, M. Dominic,Harpp, David N.
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p. 8829 - 8832
(2007/10/03)
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- A facile method for the syntheses of dialkyl disulfides from sulfur under phase transfer conditions
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A convenient reaction of alkyl halides with sulfur in alkaline medium has been found to afford disulfides in good to excellent isolated yield under phase transfer conditions.
- Wang,Cui,Hu
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p. 3573 - 3581
(2007/10/03)
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- 2,4-N,N'-BIS(DIALKYLAMIDO)-2,4-DITHIOXO-1,3,2λ5,4λ5-DITHIADIPHOSPHETANES
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2,4-N,N'-Bis(dialkylamido)-2,4-dithioxo-1,3,2λ5,4λ5-dithiadiphosphetanes were obtained by the interactions of tetraphosphorus decasulfide with sulfenamides.The reactions of amido-1,3,2,4-dithiadiphosphetane-2,4-disulfides obtained with diethyl disulfide, ethylsulfendiethylamide and trimethyl(diethylamino)silane were studied.Key words: Tetraphosphorus decasulfide, sulfenamides, 2,4-N,N'-bis(dialkylamido)-2,4-dithioxo-1,3,2λ5,4λ5-dithiadiphosphetanes.
- Nizamov, Il'Yas S.,Al'Metkina, Lyubov' A.,Kuznetzov, Vladislav A.,Batyeva, Elvira S.
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p. 139 - 148
(2007/10/02)
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- Electrochemical Oxidation of Thiols to Disulfides
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Disulfides can be easily prepared by electrochemical oxidation of the corresponding thiols in methanol/sodium methoxide solution under constant current conditions.
- Leite, Sergio L.S.,Pardini, Vera L.,Viertler, Hans
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p. 393 - 397
(2007/10/02)
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- REACTIONS OF CHALCOGENS WITH ACETYLENES. VI. REACTIONS OF CHALCOGENS WITH PHENYLACETYLENE AND ALKYL HALIDES
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A method was developed for the production of alkyl phenylethynyl selenide with yields of up to 70percent on the basis of an investigation into the reaction of chalcogens with phenylacetylene and alkyl halides in the superbasic potassium hydroxide-hexamethylphosphorotriamide system.
- Potapov, V. A.,Amosova, S. V.,Kashik, A. S.,Gusarova, N. K.,Trofimov, B. A.
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p. 2057 - 2062
(2007/10/02)
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- OXIDATION OF THIOLS TO THEIR DISULFIDES WITH BIS CHROMATE 2CrO4 AND PYRIDINIUM CHLOROCHROMATE
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Oxidation of thiophenols, benzyl thiol, and alkyl thiols with bis chromate and pyridinium chlorochromate are investigated.Pyridinium chlorochromate is quite ineffective for the oxidative dimerization of alkyl thiols.
- Firouzabadi, H.,Iranpoor, N.,Parham, H.,Sardarian, A.,Toofan, J.
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p. 717 - 724
(2007/10/02)
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- Peculiar Aspects of the Anodic Oxidation of Vinylic Sulfides
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In the anodic oxidation of vinylic sulfides on platinum in acetonitrile, a non-classical sulfonium ion explains satisfactorily the transfer of the thioether group leading to an aldehyde in the presence of water, or its acetal in the presence of methanol.Some other reactions depend on the structure of the substrate, particularly the dimerization into anodically inactive forms likely to decompose during the work-up, to lead in some cases to masked ketenes having the structure of a gem-disulfide.
- Guillanton, Georges Le,Simonet, Jacques
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p. 437 - 444
(2007/10/02)
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- Chemical Conversions using Sheet Silicates: Novel Intermolecular Eliminations of Hydrogen Sulphide from Thiols
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Aliphatic primary and secondary thiols react in the interlamellar layers of ion-exchanged montmorillonite catalysts to produce dialkyl sulphides via intermolecular elimination of hydrogen sulphide; similar processes result in the production of diphenyl sulphide from benzenethiol and poly(phenylenemethylene) from α-toluenethiol.
- Ballantine, James A.,Galvin, Robert P.,O'Neil, Robert M.,Purnell, Howard,Rayanakorn, Mongkon,Thomas, John M.
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p. 695 - 696
(2007/10/02)
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