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Relevant academic research and scientific papers

Selenoxide-sulfonic acid adducts; A new class of stable, selenoxide-based oxidants

The preparation and characterisation of a novel class of adducts of selenoxides with sulfonic acids are described. They are considerably more stable and show superior reactivity to the parent selenoxides. Their structure has been confirmed by 1

A cost-effective shortcut to prepare organoselenium catalysts via decarboxylative coupling of phenylacetic acid with elemental selenium

An interesting decarboxylative coupling reaction of phenylacetic acid with elemental selenium was discovered and employed for the preparation efficient organoselenium catalysts for Baeyer–Villiger reaction and oxidative deoximation reaction. Compared with the traditionally used Grignard reagent method, the decarboxylative coupling reaction with selenium powders provides a shortcut for the preparation of organoselenium catalysts free of carcinogenic organohalide starting materials, toxic and odorous selenol intermediates and magnesium salt solid wastes. This may be helpful for reducing the cost of selenium catalysts to facilitate the application of organoselenium-catalyzed green reactions in large-scale production.

Sodium Selenosulfate from Sodium Sulfite and Selenium Powder: An Odorless Selenylating Reagent for Alkyl Halides to Produce Dialkyl Diselenide Catalysts

Na 2 SeSO 3, which can be generated in situ by the reaction of Na 2 SO 3 with Se power, was found to be an odorless reagent for the selenenylation of alkyl halides to produce dialkyl diselenides. These products have been recently shown to be good catalysts for the Baeyer-Villiger oxidation of carbonyl compounds, for the selective oxidation of alkenes, or for the oxidative deoximation of oximes. By using aqueous EtOH as the solvent and avoiding the generation of a malodourous selenol intermediate, the selenylation reaction with Na 2 SeSO 3 is much more environmentally friendly than conventional methods. Owing to the cheap and abundant starting materials and selenium reagents, our novel synthetic method reduces the production costs of dialkyl diselenides as organoselenium catalysts, thereby advancing practical applications of organoselenium-catalysis technologies.

An efficient one-pot approach to selenides: CuI-catalyzed reactions of magnesium selenolate with aryl or alkyl halides

An efficient one-pot route to symmetrical selenides in GC with yields from 13 to 94% has been developed by CuI catalyzing reactions of magnesium organoselenolates with aryl or alkyl halides under mild conditions. It is suggested that selenium could leave from PhSeMgBr to form other RSeMgBr with RMgBr based on experimental results. Although the leaving selenium causes low yield of unsymmetrical selenides and complex products, it offers a slowly releasing selenium source in preparation of nano metal selenides, and a potential leaving group in nucleophilic substitution. The role of excess magnesium is proposed.

A novel and efficient synthesis of selenides

Under nitrogen atmosphere, a simple and efficient procedure for the synthesis of symmetrical selenides has been developed by the reaction of aryl or alkyl halides with magnesium (1.5 equiv) and elemental selenium (1.0 equiv) in the absence of catalyst and ligand in THF and toluene under reflux at 86°C. This protocol has been utilized for the synthesis of a variety of symmetrical selenides in good to excellent yields. ARKAT-USA, Inc.

Discovery, characterisation, and utilisation of selenoxide-sulfonic acid salts: A new class of selenoxide-based oxidant and stable selenoxide equivalent

The preparation and characterisation of a novel class of salts of selenoxides with sulfonic acids are described. They are readily prepared by simple addition of the sulfonic acid to a solution of selenoxide, and removal of solvent. In most cases they are colourless crystalline solids and are considerably more stable than the parent selenoxides, allowing full characterisation and X-ray crystallographic analysis. They also efficiently oxidise sulfides to sulfoxides, with no overoxidation, and clean regeneration of selenide. Their structure has been confirmed by 1H NMR spectroscopy and X-ray crystallography.

BEITRAG ZUR SYNTHESE VON ORGANYL-TRIMETHYLSILYL-SELENIDEN, R-Se-Si(CH3)3

Phenyl-trimethyl-selenide and 2,4,6-trimethylphenyl-selenide have been synthesized and characterized from the organobromide, magnesium, selenium and trimethylchlorosilane.A better method has been found for the synthesis of organyl-trimethylsilyl-selenides.It starts from sodium-trimethylsilylselanolate, the synthesis of which is described.Its reactions with methylbromide, benzylbromide and n-pentylbromide result in the formation of the compounds R-Se-Si(CH3)3 with the corresponding groups R.Secundary as well as tertiary bromides do not react in the expected manner.