110295-97-1Relevant academic research and scientific papers
Addition of chalcogenolate anions to terminal alkynes using microwave and solvent-free conditions: Easy access to bis-organochalcogen alkenes
Perin, Gelson,Jacob, Raquel G.,Dutra, Luiz G.,De Azambuja, Francisco,Dos Santos, Greice F. F.,Lenard?o, Eder J.
, p. 935 - 938 (2006)
We present here the reaction of diphenyl dichalcogenides (Se and Te) with propargyl alcohols using alumina supported sodium borohydride under solvent-free conditions. This efficient and improved method is general and furnishes the corresponding vinyl chal
Cerium(III)-mediated efficient and steroselective hydrochalcogenation of terminal alkynes
Silveira, Claudio C.,Mendes, Samuel R.,Rosa, Daniel D.,Zeni, Gilson
experimental part, p. 4015 - 4021 (2010/03/24)
Vinylic chalcogenides were synthesized stereospecifically by hydrochalcogenation of propargylic amines or alcohols mediated by cerium(III) chloride. The products were obtained in good yields and with high regio- and stereoselectivities. Georg Thieme Verla
CARBONYLATION OF ARYL- AND VINYL-TELLURIUM COMPOUNDS WITH CARBON MONOXIDE IN THE PRESENCE OF PALLADIUM(II) SALTS
Ohe, Kouichi,Takahashi, Hidetaka,Uemura, Sakae,Sugita, Nobuyuki
, p. 35 - 48 (2007/10/02)
Aryl- and vinyl-tellurium(II or IV) compounds react with carbon monoxide (CO) in suitable organic solvents to give the corresponding carboxylic acids in moderate to quantitative yields in the presence of a stoichiometric amount of a palladium(II) salt.Treatment of (Z)-styrylphenyl telluride with atmospheric pressure of CO at room temperature in the presence of palladium(II) chloride or lithium chloropalladate(II) affords predominantly (E)-cinnamic acid, while in the presence of palladium(II) acetate similar reaction gives the (Z)-acid highly selectively.Under higher CO pressures (5-50 atm), however, the (Z)-acid becomes the major product, even when palladium(II) chloride is used.The following pathways are proposed for this carbonylation: (1) in the first step organotellurium compounds form the monomeric and/or dimeric palladium complexes such as 2 and/or (R2Te)2PdCl2 (R = aryl, vinyl), then (2) the migration of R moiety from tellurium to palladium (transmetallation) occurs to afford the reactive aryl- or alkenyl-palladium compounds, and (3) the compounds react with CO to give the corresponding acylpalladium compounds, after alkaline hydrolysis, the carboxylic acids are formed.The presence of an ionic carbene-like organopalladium complex is proposed for the formation of the (E)-acid from (Z)-telluride.
