259669-67-5Relevant academic research and scientific papers
Synthesis and crystal structure of (Z)-1-(phenylsulphenyl)-2-phenylethenyl p-toluenesulfonate
Braga, Antonio Luiz,Rodrigues, Oscar E. D.,Emmerich, Daniel J.,Silveira, Claudio C.,Hoerner, Manfredo,Vazquez-Lopez, Ezequiel M.
, p. 677 - 680 (1999)
The reaction between 1-phenylsulphenyl-2-phenylethyne and p-toluenesulfonic acid in methylene chloride gives (Z)-1-(phenylsulphenyl)-2-phenylethenyl p-toluenesulfonate (1) in good yields. This reaction is both a regio -and a stereospecific cis addition, confirmed by X-ray crystal structure analysis of the title compound. 1 crystallizes in the monoclinic space group P21/n with the lattice parameters a = 10.556(3), b = 9.730(3), c = 19.687(3) A, β = 105.05(2)°, V = 1952.7(8) A3, and Z = 4. The results of elemental analysis, IR and NMR spectroscopy are included.
Stereoselective synthesis of (Z)-α-organothiovinyltosylates and their application in the synthesis of highly functionalized vinylic sulfides
Braga,Emmerich,Silveira,Martins,Rodrigues
, p. 371 - 373 (2007/10/03)
Thioacetylenes 1 afford, upon treatment with p-toluenesulfonic acid in dichloromethane, (O,S)-ketene acetals 2 which can act as useful α-(organothio)vinyl carbocation equivalents, opening a novel route to functionalized vinylic sulfides.
