A. Benito, J. Cano, R. Martínez‐Máñez
Aug 15, 1993
Citations
0
Influential Citations
11
Citations
Journal
Inorganica Chimica Acta
Abstract
Abstract Ferrocenecarboxaldehyde reacts with 2-amino-benzoic acid in benzene to give the Schiff base derivative 2-ferrocenyl- methylidenimino-benzoic acid (η5-C5H5)Fe[(η5-C5H4)CH NC6H4COOH] (1). 1 is stable as a solid but easily hydrolyzes in solution. Selective hydrogenation of the imine group can be performed using NaBH4 to obtain the parent amine (η5- C5H5) Fe[(η5-C5H4)CH2NH& z.sbnd;C6H4COOH]. (2). The molecular structure of 2 has been determined by single-crystal X-ray methods. It crystallizes in the space group P21/c, a=11.077(9), b =7.430(2), c=19.194(9) A, β=111.02(4)°, V=1474(2) A3, Z=4. Refinement of the structure gave final R factor of 0.038 (Rw=0.035) for 1106 unique reflections having Fo2>2.8σ(Fo2). 2 is stable both in the solid state and solution, and a potential chelating N,O-donor ligand containing a ferrocenyl group. A one-electron oxidation process was found by cyclic voltammetry (0.1 M NBun4PF6, CH2Cl2) for 1 and 2 at 0.74 and 0.51 V, respectively.