N-(Diferrocenylmethylene)anilines Fc 2 C=N-4-C 6 H 4 -R [3a R = CF 3 ; 3b R = Cl; 3c R = H; 3d R = CH 3 ; 3e R = OCH 3 ; Fc = Fe(η 5 -C 5 H 4 )(η 5 -C 5 H 5 )] with different electron-donating or -withdrawing functionalities were synthesized by a Schiff base reaction of substituted anilines H 2 N-4-C 6 H 4 -R (2a-2e) with diferrocenyl ketone (1). Within variable temperature NMR experiments activation enthalpies between 68.1 and 72.3 kJ·mol -1 for an E/Z exchange reaction of the imines were determined. It could be shown that the inversion barrier depends on the nature of the substituent R. Furthermore, electrochemical measurements were performed, demonstrating that the ferrocenyl units are oxidized separately. The electron density at the nitrogen
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