116747-64-9Relevant academic research and scientific papers
Reduction of selenium with BER in methanol. Application to synthesis of dialkyl selenides
Yanada, Kazuo,Fujita, Tetsuro,Yanada, Reiko
, p. 971 - 972 (1998)
Selenium was reduced with borohydride exchange resin (BER) in methanol at room temperature to give probably a selenide exchange resin. It reacted with alkyl halide or tosylate to give dialkyl selenides selectively in a quantitative or high yield without forming toxic hydrogen selenide and/or foul-smelling selenol.
A novel and efficient synthesis of selenides
Lin, He M.,Tang, Yu,Li, Zhi H.,Liu, Kun D.,Yang, Jun,Zhang, Yuan M.
experimental part, p. 146 - 156 (2012/09/21)
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.
A novel regioselective reaction of styrene with magnesium organoselenolates to afford unsymmetrical selenides catalyzed by CuI and l-proline
Gao, Fei,Tang, Yu,Li, Zhi-Hao,Pan, Feng,Yang, Jun,Zhang, Yuan-Ming
supporting information, p. 5688 - 5690 (2012/10/29)
A novel regioselective reaction of styrene with the prepared magnesium organoselenolates from magnesium, alkyl or aryl bromides, and selenium has been developed in one pot. The reaction catalyzed by CuI and l-proline proceeded in THF, water, and toluene. The scope and limitations of this reaction have been examined. The reaction afforded unsymmetrical selenides containing 12 new compounds in good to high yields.
Conditions-driven selective synthesis of selenides and selenols from elemental selenium
Krief, Alain,Trabelsi, Mahmoud,Dumont, Willy,Derock, Michel
, p. 1751 - 1754 (2007/10/03)
Sodium borohydride in DMF is able to reduce elemental selenium in the presence of ethanol. Alkylation of the species resulting from the reaction of 2:1 molar equivalents of NaBH4/Se allows the selective synthesis, under very mild conditions, of symmetrical dialkyl selenides. Addition of formic acid, prior to that of the electrophile, permits the synthesis of the corresponding selenols.
Fluorodestannylation. A Powerful Technique to Liberate Anions of Oxygen, Sulfur, Selenium, and Carbon
Harpp, David N.,Gingras, Marc
, p. 7737 - 7745 (2007/10/02)
Fluoride ions smoothly destannylate organotin chalcogenides to liberate nucleophilic chalcogenide ions; hence the first nucleophilic oxide (O2-) and selenide (Se2-) transfer agents are reported where the tin atom serves as "group 16 (VIB) transfer agent".In the presence of crown ethers or ammonium salts, this process results in a new way to generate "naked" nucleophiles.Ethers and selenides are formed in good to excellent yield.In addition, a useful C-C bond-forming reaction has been developed by using alkyltins with aldehydes and acid chlorides in the presence of fluroide ion.Aspects concerning reactivity and mechanism are presented.Finally, the generality of the fluorodestannylation procedure and the differences with parallel silicon chemistry are detailed.
