110661-60-4Relevant academic research and scientific papers
Process for the preparation of 3-phenyl-2-propenones
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, (2008/06/13)
A novel process for the preparation of 3-pheny-2-propenones of the formula STR1 which process comprises reacting phenylmethanesulphonyl fluorides of the formula STR2 with ketones of the formula STR3 in which A, R, Z and M have the meanings given in the specification, in the presence of a phase transfer catalyst and in the presence of acid binders and inert solvents. The products are known intermediates for the preparation of pesticides and pharmaceuticals.
Nucleophilic Substitution Reaction of Phenylmethanesulfonyl Halides with Anilines
Lee, Ikchoon,Kang, Han Keun,Lee, Hai Whang
, p. 7472 - 7477 (2007/10/02)
Kinetic studies on the nucleophilic substitution reaction of Y-substituted phenylmethanesulfonyl halides with X-substituted anilines in methanol-acetonitrile have been carried out in order to elucidate the reaction mechanism.The phenylmethanesulfonyl fluorides (PSF) had markedly lower rates and smaller magnitudes of ρX and ρY values compared with those for the chlorides (PSC).On the contrary, however, the magnitude of the cross-interaction constant ρXY was greater for PSF than for PSC, so that the degree of bond making in the transition state is actually greater in the reaction of PSF as compared with that for PSC.We have thus demonstrated that extensive charge transfer from a nucleophile to a substrate does not necessarily mean a tight bond in the transition state.Moreover the nonzero ρXY values obtained for both PSC and PSF are taken as evidence in support of a common, associative SN2 mechanism for the two halides.
