Lithium Alkylamide-Catalyzed Addition Reaction of Alkylamines to Vinyl Monomers. III. Addition Reaction of p-Substituted Benzylamines to Styrene and Divinylbenzenes

Autor: Hamana, Hiroshi, Iwasaki, Fuminori, Nagashima, Hiroyoshi, Hattori, Kazuhisa, Hagiwara, Tokio, Narita, Tadashi
Zdroj: Bulletin of the Chemical Society of Japan; April 1992, Vol. 65 Issue: 4 p1109-1113, 5p
Abstrakt: The lithium alkylamide-catalyzed addition reaction of p-substituted benzylamines with m- and p-divinylbenzene was examined in order to synthesize new styrene derivatives. Though divinylbenzene possesses two vinyl groups, 1 : 1 adducts, the N-(p-substituted benzyl)vinylphenethylamines (6, 8) were found to be prepared selectively. The reaction with styrene was also examined as a model reaction. From kinetic studies, the Hammett pvalues for the addition reaction of p-substituted benzylamines to the styrene, m-divinylbenzene and p-divinylbenzene, were −0.72, −0.67, and −1.1, respectively, at 50 °C.
Databáze: Supplemental Index