Effects of the medium on kinetics of transannular addition of iodine to dienes of the bicyclo[3.3.1]nonane series.

Autor: Khotkevich, A., Serguchev, Yu., Krasutskii, P., Kaminskii, O., Yurchenko, A.
Zdroj: Theoretical & Experimental Chemistry; Mar1989, Vol. 25 Issue 2, p227-231, 5p
Abstrakt: The kinetics of the transannular iodination of 3, 7-dimethylene- and 3-methylene-7-isopropylidenebicyclo[3.3.1]nonane in benzene, toluene, dioxane, diethyl ether, and tetrahydrofuran have been investigated. The reactions obey a kinetic equation of the form w = k[diene][I]. The reaction rate is determined by both the electrostatic and electron-donor parameters of the medium. A dependence of the effect of specific solvation with a maximum has been observed due to the different directions of the effects of electron donors of different strength. The results obtained have been described in the framework of a scheme of a molecular-ionic mechanism. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index