THE SYNTHESES OF POTASSIUM SELENOCARBOXYLATES AND THEIR DERIVATIVES
作者:Hideharu Ishihara、Yoshio Hirabayashi
DOI:10.1246/cl.1976.203
日期:1976.3.5
Potassium selenocarboxylates were prepared in good yields on the reaction of diacyl selenides with methanolic potassium hydroxide. They were fairly stable under nitrogen and useful as starting material for the preparation of selenocarboxylic acid derivatives; methyl selenobenzoate, α-(selenobenzoyl)acetophenone, phenyl p-chlorobenzoyl diselenide, O-trimethylsilyl selenobenzoate, bis(selenostearoyl)methane, and dibenzoyl diselenide.
Various diacyl selenides, diacyl diselenides and selenocarboxylates were synthesized by reaction of several acyl chlorides with LiAlHSeH. Reaction of diacyl chloride with LiAlHSeH afforded cyclic selenoanhydrides. In the 77Se NMR spectra, we found that the chemical shifts of the diacyl selenides and the diacyl diselenides could facilitate their distinction.
Synthesis utilizing reducing ability of carbon monoxide: a new method for selective synthesis of diorgano selenides and diselenides using selenium-carbon monoxide-water reaction system
A new approach to the synthesis of diorganyl selenides and diselenides is described. Selective generation of tertiary amine salts of hydrogen selenide ([HSe-].[R3NH+]) and hydrogen diselenide ([HSe2-].[R3NH+]) has been achieved by controlling the reaction conditions for the reduction of elemental selenium with carbon monoxide and water in the presence of tertiary amine. Subsequent alkylation provided a wide variety of symmetrical dialkyl selenides (R2Se) and diselenides (R2Se2) with a high degree of selectivity. Acylation of the amine salt of hydrogen selenide by equimolar amounts of acid chlorides led to the formation of tertiary amine salt of selenocarboxylates [R3NH+].[RCOSe-] in excellent yields. Further acylation and alkylation of this salt yielded bis(acyl) selenides [(RCO)2Se] and Se-alkyl selenocarboxylates (RCOSeR'), respectively. Moreover, oxidation of the amine salt of selenocarboxylates gave rise to bis(acyl) diselenides [(RCO)2Se2].
Reaction of Lithium Aluminum Hydride with Elemental Selenium: Its Application as a Selenating Reagent into Organic Molecules
Unraveling the Growth Mechanism of Magic-Sized Semiconductor Nanocrystals
作者:Aniket S. Mule、Sergio Mazzotti、Aurelio A. Rossinelli、Marianne Aellen、P. Tim Prins、Johanna C. van der Bok、Simon F. Solari、Yannik M. Glauser、Priyank V. Kumar、Andreas Riedinger、David J. Norris