7732-99-2Relevant academic research and scientific papers
Synthesis of diselenides and selenides from elemental selenium
Krief, Alain,Derock, Michel
, p. 3083 - 3086 (2007/10/03)
Sodium hydride is able to reduce elemental selenium to sodium diselenide (Na2Se2), but not to sodium selenide (Na2Se). Dialkyl diselenides and even dialkyl selenides, including unsymmetrical dialkyl selenides, can be nevertheless synthesized using the proper Se/NaH ratio (1/1 or 1/2).
ORGANOSELENIUM COMPOUNDS VII. METHODS OF CONTROLLING THE REACTION OF ORGANIC HALIDES WITH MAGNESIUM AND SELENIUM
Nedugov, A. N.,Pavlova, N. N.,Lapkin, I. I.
, p. 1829 - 1832 (2007/10/02)
The action of aryl bromides on a mixture of magnesium and selenium in ether in ratios of 1.5-2:1:1 leads to diaryl selenides and bis(bromomagnesium) selenide, which gives organic selenides with electrophiles.The reaction of Grignard reagents with an excess of selenium (ArBr:Mg:Se ratios of 1:1:1.5) in ether leads to diaryl diselenides, while the reaction in THF leads to a mixture of polyselenides and diaryl diselenides.
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.
