2745-17-7Relevant articles and documents
EPOXYDATION EN MILIEU HETEROGENE SOLIDE-LIQUIDE FAIBLEMENT HYDRATE II - Role de l'eau et schema reactionnel
Borredon, M. E.,Delmas, M.,Gaset, A.
, p. 1073 - 1078 (1988)
The reactional mechanism of the epoxide reaction is studied in a slightly hydrated solid-liquid medium throughout the formation of sulfonium ylide and betaine as well as its transformation into epoxide.The reaction three main steps take place at the interface of the solid-liquid system.They depend on the initial hydration of the reactional medium and the compatibility of the molecular interactions between sulfonium salt and the considered base.The study of secondary reactions likely to appear in this experimental conditions allowed to minimize them which induces epoxide selective formation.An overall reactional scheme taking into account the different elements is proposed.
Solvents as Phase-transfer Catalysts in Reactions initiated by Solid Bases
Bentley, T. William,Jones, Ray V. H.,Larder, Annette H.,Lock, Stephen J.
, p. 2309 - 2310 (2007/10/02)
For reactions initiated by solid bases (e.g. potassium hydroxide, sodium hydroxide, potassium carbonate), solvents (e.g. water, ButOH, polyethylene glycol, MeCN, Me2SO) may act as solid-liquid phase transfer catalysts (e.g. for C-H, N-H or O-H alkylation by alkyl halides, or epoxidation by sulfonium or sulfoxonium salts).
Epoxide Synthesis in Interfacial Solid-Liquid Conditions
Borredon, E.,Clavellinas, F.,Delmas, M.,Gaset, A.,Sinisterra, J. V.
, p. 501 - 504 (2007/10/02)
In this paper an analysis of the factors responsible for discrimination among differing structures of organic reagents by the microcrystalline structure of solids is presented.As a vehicle of this study, the epoxide synthesis using three sulfur ylide precursors (sulfonium and sulfoxonium salts) and four microcrystalline solids was investigated.Neither the surface area nor the number of active sites at the solid surface control the epoxide yield.It appears that the cell lattice of the solid determines the ylide structure, its nucleophilicity, and thus the reaction yield.
