Unsymmetrically disubstituted ferrocenes. Part I. Synthesis of 1,2-disubstituted ferrocenes by metallation and nucleophilic substitution reactions

Abstract

The reactions of 2-(hydroxydiphenylmethyl)ferrocenylmethyltrimethylammonium iodide with amines, alcohols and phenol, and sulphides in aqueous solution have been shown to provide convenient routes to the corresponding 1,2-disubstituted ferrocenes. 1-(Ferrocenylmethyl)pyrrolidine and 1-(ferrocenylmethyl)piperidine have been metallated with n-butyl-lithium and the resulting monolithioamines condensed with benzophenone to give the corresponding 2-derivatives.