95251-30-2Relevant academic research and scientific papers
Cleavage of C-S bond in allylic aryl sulfides promoted by rhodium hydride complex: Reaction mechanisms of allyl-sulfur bond fission
Osakada, Kohtaro,Matsumoto, Keizo,Yamamoto, Takakazu,Yamamoto, Akio
, p. 857 - 862 (2008/10/08)
Reactions of allylic aryl sulfides with RhH(PPH3)4 cause cleavage of allylic sulfur bond to afford rhodium thiolato complexes [Rh(μ-SAr)(PPh3)2]2 and olefins under mild conditions. Distributions of olefinic products in the reactions of sulfides having alkyl substituents on the allyl part such as 3-(phenylthio)-1-butene and 1-(phenylthio)-2-butene indicate that selective rearrangement of C=C bond occurs. The reaction of 3-(phenylthio)propene with RhD(P(C6D5)3)4 gives propylene as a mixture of C3H6, C3H5D, C3H4D2, and C3H3D3 with recovery of partly deuterated 3-(phenylthio)propene, suggesting hydrogen exchange between 3-(phenylthio)propene and rhodium hydride complex prior to the C-S bond cleavage. New rhodium thiolato complexes obtained from these reactions are characterized by IR and/or NMR spectroscopy, elemental analysis, and their chemical reactions.
