Model
Digital Document
Publisher
Florida Atlantic University
Description
The ferrocenylrnethylation of the following compounds was studied
using (ferrocenylmethyl)trimethylammonium iodide: 1, 1-di(p-anisyl)-
ethene (I), 1, 1-di(p- anisyl)propene (II), 1- (p- anisyl)-1-phenylethene
(III), 1, 1- diphenylethene (IV), 1, 1- di(p- dimethylaminophenyl )ethene
(V) and 1, 1-di(p-dimethylaminophenyl)propene (VI). I is ferrocenylmethylated
exclu,sively on its side-chain, one or both vinyl hydrogens
being replaced by ferrocenylmethyl groups depending on the ratio of
ferrocenylmethylating agent to I, concentration of the reaction mixture,
reaction time, solvent and temperature. II is substituted only on its
side-chain to give a mono-ferrocenylmethylated product. III is ferrocenylmethylated
slowly. IV fails to react. Mono-ferrocenylmethylation
of V occurs principally on its side- chain; more extensive ferrocenylmethylation
occurs both on the side-chain and on the rings at the
position ortho to dimethylamino. VI reacts quite indiscriminately both
on the side-chain and on the rings.
using (ferrocenylmethyl)trimethylammonium iodide: 1, 1-di(p-anisyl)-
ethene (I), 1, 1-di(p- anisyl)propene (II), 1- (p- anisyl)-1-phenylethene
(III), 1, 1- diphenylethene (IV), 1, 1- di(p- dimethylaminophenyl )ethene
(V) and 1, 1-di(p-dimethylaminophenyl)propene (VI). I is ferrocenylmethylated
exclu,sively on its side-chain, one or both vinyl hydrogens
being replaced by ferrocenylmethyl groups depending on the ratio of
ferrocenylmethylating agent to I, concentration of the reaction mixture,
reaction time, solvent and temperature. II is substituted only on its
side-chain to give a mono-ferrocenylmethylated product. III is ferrocenylmethylated
slowly. IV fails to react. Mono-ferrocenylmethylation
of V occurs principally on its side- chain; more extensive ferrocenylmethylation
occurs both on the side-chain and on the rings at the
position ortho to dimethylamino. VI reacts quite indiscriminately both
on the side-chain and on the rings.
Member of