19397-98-9Relevant academic research and scientific papers
OXIDATIVE SUBSTITUTION XIV. SUBSTITUTION OF HALOGEN IN AROMATIC RING. NEW THEORIES ABOUT THE MECHANISM OF THE ACTION OF CuX2
Nefedov, V.A.,Tarygina, L.K.,Kryuchkova, L.V.,Ryabokobylko, Yu.S.
, p. 487 - 499 (2007/10/02)
The stoichiometry, the comparative reactivity of halogens and hydrogen, the effect of substituents, and the action of an additional oxidizing agent were determined for the reactions of halogenoazulenes with CuX2., leading to substitution of the halogen by the group X (X = Cl, Br, SCN, SeCN, NO2, SO2, Ph).According to model experiments, the equilibrium CuX2 + CuX+ X+ + 2CuX is possible.The reaction of Cu(SO2Ph)2 with Cu(BF4)2 leads to the formation of two equivalents of a copper(I) salt; short-lived particles which substitute the hydrogen and halogen in the substrate are generated during the reaction.It is suggested that the electron generated during oxidation or autooxidation of CuX2 is capable of combining with the substrate.New methods were found for the synthesis of azulene derivatives, and known methods were improved.
