Azoxy- and Azoferrocenes, and <i>N</i>-(Ferrocenylarylmethylene)anilines Formed via Aryliminodimagnesium(IDMg) Procedure. Effect of Ferrocenyl Group on IDMg Reaction and Molecular Structures of Products

Abstract

Abstract Some unsymmetrical azoxy- and azoferrocenes and N-(ferrocenylarylmethylene)anilines were obtained by the reactions of aryliminodimagnesium reagents (ArN(MgBr)2) with nitro- and aroylferrocenes. The types of products were same as those obtained in the similar reactions with nitrobenzenes and benzophenones. The different distribution of products arising from quite mild reactions was understood by the effect of bulky and electron-rich ferrocenyl group which retards the initial coordination and electron transfer processes, in comparison with that of phenyl group. The characteristic molecular structures of the new ferrocene compounds were studied by means of electronic absorption, 1H NMR, and X-ray crystallography. The results were summarized and discussed.