76529-39-0Relevant academic research and scientific papers
Zinc-mediated cleavage of diselenides: A novel synthesis of selenoformates in aqueous media
Movassagh, Barahman,Fazeli, Azadeh
, p. 863 - 865 (2008/02/11)
An efficient procedure was developed for the preparation of selenoformates by means of an one-pot zinc-mediated reaction of diaryl diselenides and chloroformates in aqueous media.
Water accelerated Sm/TMSC1 reductive cleavage of the Se-Se bond: Synthesis of selenoesters and selenoformates
Wang, Lei,Zhang, Yongmin
, p. 3107 - 3115 (2007/10/03)
The reduction of diselenides by the Sm/TMSC1/H2O system led to selenide anions. These 'living' species reacted smoothly with acid chlorides, acid anhydrides and methyl chloroformate respectively to afford the desired selenoesters and selenoform
Phenylselenotris(trimethylsilyl)silane and phenyltellurotris(trimethylsilyl)silane: Versatile reagents for the preparation of phenylseleno- and phenyltelluro-formates
Schiesser, Carl H.,Skidmore, Melissa A.
, p. 2689 - 2690 (2007/10/03)
Phenyltellurotris(trimethylsilyl)silane 4 and (4-fluorophenyltelluro)tris(trimethylsilyl)silane 5 react with methyl, 2-methylpropyl, cyclohexyl and phenyl substituted chloroformates (7, 11, 15, 19) in benzene and in the presence of tetrakis(triphenylphosp
(Aryltelluro)formates as precursors of alkyl radicals: Thermolysis and photolysis of primary and secondary alkyl (aryltelluro)formates
Lucas, Mathew A.,Schiesser, Carl H.
, p. 5754 - 5761 (2007/10/03)
Alkyl (aryltelluro)formates are effective precursors of oxyacyl, methyl, and primary and secondary alkyl radicals. At room temperature, irradiation of a benzene solution of methyl (aryltelluro)-formates 10-12, 2-methylpropyl (aryltelluro)formates 14 and 15, octyl (phenyltelluro)formate (17), cyclohexyl (aryltelluro)formates 19 and 20, 3β-cholestanyl (aryltelluro)formates 22 and 23, cholesteryl (phenyltelluro)formate (24) and benzyl (phenyltelluro)formate (27) with a 250-W low-pressure mercury lamp leads to the formation of oxyacyl radicals (34), which can be trapped by diphenyl diselenide to give the corresponding alkyl (phenylseleno)formates 13, 16, 18, 21, 24, 26, and 28 with excellent overall conversions. Thermolysis of these telluroformates at 160 °C in the dark leads to the formation of methyl and primary and secondary alkyl aryl tellurides 36-43 in excellent yields. Presumably, these transformations involve oxyacyl radicals, which undergo subsequent decarboxylation at the elevated temperature to afford alkyl radicals, which become involved in further radical chemistry. When 1-(benzylseleno)-5-hexyl (phenyltelluro)formate (44) was thermolysed under these conditions, 2-methylselenane (45) was observed as the sole selenium-containing product, demonstrating the synthetic utility of (aryltelluro)formates as alkyl radical precursors.
ORGANOSELENIUM COMPOUNDS. IV. METHYL (ARYLSELENO)FORMATES, SYNTHESIS AND PROPERTIES
Lapkin, I. I.,Dedugov, A. N.,Pavlova, N. N.
, p. 309 - 311 (2007/10/02)
The synthesis of methyl (arylseleno)formates, based on the reaction of (arylseleno)magnesium bromides with methyl chloroformate, is described.Some characteristics of the methyl (arylseleno)formates are given.
Oxidation of Hydrazines with Benzeneseleninic Acid and Anhydride
Back, Thomas G.,Collins, Scott,Ker, Russell G.
, p. 1564 - 1570 (2007/10/02)
Benzeneseleninic acid (1) and anhydride (2) oxidize hydrazine or 1,2-disubstituted derivatives to corresponding diazenes.Hydrazides afford selenoesters 4, N,N'-diacyl- or diaroylhydrazines 5, and carboxylic acids.Benzeneselenenic acid (7) is a required intermediate in selenoester formation and may be generated independently by the reaction of triphenylphosphine with 1.Selenoesters are efficiently prepared by the slow addition of a mixture of the hydrazide and triphenylphosphine to 1 in dichloromethane solution.Polar solvents are unsuitable.Inverse addition provides compounds 5 as major products.Oxidation of hydrazides of structure HO-(CH2)nCONHNH2 gives the corresponding selenoesters 14 and acids 16 when n=11 or 14 lactones 17 and 18 when n=4 or 3.Arylhydrazines react with 1 or 2 to furnish arenes 23 and aryl phenyl selenides 24.
