36375-64-1Relevant academic research and scientific papers
OXIDATIVE ADDITION OF ANIONS TO ALKENES BY THE ACTION OF COMPOUNDS OF TETRAVALENT LEAD IN THE PRESENCE OF CHLORIDE ION IN AN ACIDIC MEDIUM
Serguchev, Yu. A.,Gutsulyak, R. B.
, p. 1784 - 1790 (2007/10/02)
In the reaction of alkenes (cyclohexene, 1-hexene, styrene) with compounds of tetravalent lead in various acids (trifluoroacetic, acetic, methanesulfonic, perchloric) in the presence of metal chlorides the joint addition of the chloride anion and the anion of the respective acids to the alkenes takes place with a high degree of selectivity, leading to the formation of vicinal bifunctional derivatives of alkanes.The effectiveness of the addition of the anions of the acids to the alkenes under the given conditions varies directly with the strength of the acid and inversely with the nucleophilicity and the basicity of its anion.A new convenient method is proposed for the oxidative chlorofluorination of cyclohexene in aqueous hydrofluoric acid.
