title: 4-Ferrocenylpyridine- and 4-ferrocenyl-3-ferrocenylmethyl-3,4-dihydropyridine-3,5-dicarbonitriles: multi-component synthesis, structures and electrochemistry.
abstract: The reactions of 2-cyano-3-ferrocenylacrylonitrile (1) with malononitrile (2) in a MeOH/H₂O or 2-PrOH/H₂O medium in the presence of Na₂CO₃ afforded 6-alkoxy-2-amino-4-ferrocenylpyridine-3,5-dicarbonitriles 3a,b (multi-component condensation) and 6-alkoxy-2-amino-4-ferrocenyl-3-ferrocenylmethyl-3,4-dihydropyridine-3,5-dicarbonitriles 4a,b (multi-component cyclodimerization). Analogous reactions of 1 with 2 in an MeOH/H₂O medium in the presence of NaOH, piperidine, or morpholine gave compounds 3a, 4a and 2-amino-4-ferrocenyl-6-hydroxy-, 6-piperidino- and 6-morpholinopyridine-3,5-dicarbonitriles 3c-e, respectively. The structures of the compounds 3b, 4a and 4b were established by the spectroscopic data and X-ray diffraction analysis. The electrochemical behaviour of compounds 3b, 3d and 4b was investigated by means of cyclic voltammetry.
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacán, C. P. 04510, México D. F., Mexico. klimova@unam.mx
authors.forename: Elena I
authors.initials: EI
authors.lastname: Klimova
authors.forename: Marcos
authors.initials: M
authors.lastname: Flores-Alamo
authors.forename: Sandra Cortez
authors.initials: SC
authors.lastname: Maya
authors.forename: Mark E
authors.initials: ME
authors.lastname: Martínez
authors.forename: Luis
authors.initials: L
authors.lastname: Ortiz-Frade
authors.forename: Tatiana
authors.initials: T
authors.lastname: Klimova
mesh_terms: D018360:Crystallography, X-Ray; D004095:Dihydropyridines / Q000138:chemical synthesis* / Q000737:chemistry*; D055664:Electrochemical Techniques; D005296:Ferrous Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D004095:Dihydropyridines; D005296:Ferrous Compounds; D009570:Nitriles