Molecules | |
4-Ferrocenylpyridine- and 4-Ferrocenyl-3-ferrocenylmethyl-3,4-dihydropyridine-3,5-dicarbonitriles: Multi-Component Synthesis, Structures and Electrochemistry | |
Elena I. Klimova1  Marcos Flores-Alamo1  Sandra Cortez Maya1  Mark E. Martínez1  Luis Ortiz-Frade1  | |
[1] 1Facultad de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacán, C. P. 04510, México D. F., Mexico 2Departamento de Electroquímica, Centro de Investigación y Desarrollo Tecnológico en Electroquímica S.C. Parque Tecnológico Querétaro, Sanfandila, Pedro de Escobedo, C. P. 76703, Querétaro, Mexico | |
关键词: ferrocene; 2-cyano-3-ferrocenylacrylonitrile; malononitrile; X-ray diffraction; amino(ferrocenyl)pyridine-3; 5-dicarbonitriles; cyclic voltammetry; | |
DOI : 10.3390/molecules170910079 | |
来源: mdpi | |
【 摘 要 】
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.
【 授权许可】
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