17547-17-0Relevant academic research and scientific papers
New applications of tungsten hexachloride (WCl6) in organic synthesis. Halo-de-hydroxylation and dihalo-de-oxo-bisubstitution reactions
Firouzabadi, Habib,Shiriny, Farhad
, p. 14929 - 14936 (2007/10/03)
Tungsten hexachloride (WCl6) has been used for the halo-de-hydroxylation and dihalo-de-oxo-bisubstitution reactions of benzylic alcohols, benzaldehydes, acyloins, and epoxides to their chlorides, gem-dichlorides, vic-trichlorides, and vic-dichlorides respectively.
The reaction of benzotrihalides and benzal halides with magnesium. Synthetic and mechanistic studies
Ashby, E. C.,Al-Fekri, Dheya M.
, p. 275 - 292 (2007/10/02)
The benzotrihalides (PhCX3) where X = Cl, Br, and F were allowed to react with magnesium in THF at room temperature.When the halide was chloride or bromide, the trihalide gave diphenylacetylene in high yield in addition to several minor products which were identified.No reaction was observed when the halide was fluoride.When the corresponding dichloride was allowed to react with magnesium in THF, stilbene was formed as the major product.The possible mechanisms for these reactions are discussed.
Reaction of α,β-Unsaturated Carboxylic Acids with Manganese(III) Acetate in the Presence of Chloride Ion
Yonemura, Hiroshi,Nishino, Hiroshi,Kurosawa, Kazu
, p. 3153 - 3160 (2007/10/02)
The reaction of 3-phenylpropenoic acids with manganese(III) acetate - Cl- complex yielded 1,2,2-trichloro-1-phenylethanes, 1-acetoxy-2,2-dichloro-1-phenylethanes, and 2,2-dichloro-1-phenylethanols. (E)-2,3-Diphenylpropenoic acids gave 2,2-dichloro-1,2-diphenylethanones and 2-acetoxy-1,2-diphenylethanones. 3,3-Diphenylpropenoic acids yielded 2,2-dichloro-1,1-diphenylethenes, 1-acetoxy-2,2-dichloro-1,1-diphenylethanes, 2,2-dichloro-1,1-diphenyl-1-ethanols, and 2-hydroxy-2,2-diphenylethanal.Fluorenylideneacetic acid gave 9-chloro-9-(dichloromethyl)fluorene, 9-acetoxy-9-(dichloromethyl)fluorene, and 9-fluorenone. 1-Cyclohexenecarboxylic acid yielded 1,2-dichlorocyclohexanecarboxylic acid and 1-acetoxy-2-chlorocyclohexanecarboxylic acid.The reaction can be explained in terms of a free-radical mechanism involving manganese(III) acetate - Cl- complexation, addition of Cl. radical, decarboxylation, and the oxidation of chloroethenes which are the reaction intermediates.
