104828-93-5Relevant articles and documents
Regiospecific hydroselenation of terminal acetylenes using aluminum phenylselenolate anions
Dabdoub, Miguel J.,Cassol, Tania M.,Batista, Antonio C. F.
, p. 9005 - 9008 (1996)
Regiospecific hydroselenation of terminal acetylenes using aluminum phenylselenolates afforded the 1-organyl-1-phenylseleno ethenes in good yields. The first example of exclusive formation of the hydroselenation Markovnikov adducts is described. Copyright
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
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 (2007/10/03)
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
Palladium and platinum catalyzed hydroselenation of alkynes: Se-H vs Se-Se addition to C≡C bond
Ananikov, Valentine P.,Malyshev, Denis A.,Beletskaya, Irina P.,Aleksandrov, Grigory G.,Eremenko, Igor L.
, p. 162 - 172 (2007/10/03)
A mechanistic study of the hydroselenation of alkynes catalyzed by Pd(PPh3)4 and Pt(PPh3)4 has shown that the palladium complex gives products of both Se-H and Se-Se bond addition to the triple bond of alkynes, while the platinum complex selectively catalyzes Se-H bond addition. The key intermediate of PhSeH addition to the metal center, namely Pt(H)(SePh)(PPh3)2, was detected by 1H-NMR spectroscopy. The analogous palladium complex rapidly decomposes with evolution of molecular hydrogen. A convenient method was developed for the preparation of Markovnikov hydroselenation products H2C=C(SePh)R, and the scope of this reaction was investigated. The first X-ray structure of the Markovnikov product H2C=C(SePh)CH2N+ HMe2·HOOC=COO- is reported.
