Tautomeric, spectroscopic, DFT calculations and X-ray studies on O2N-4-C6H4-NHN=Q(COCH3)(2)

Bustos C.; Sánchez C; Martínez R.; Ugarte, R; Schott, E; Carey, DML; Garland, MT; Espinoza L.

Abstract

This paper deals with the structural and tautomeric studies on O2N-4-phenyl hydrazone derivative of acetylacetone, of formula O2N-4-C6H4NHN{double bond, long}C(COCH3)2, I, using IR, 1H NMR and 13C NMR spectroscopies, X-ray diffraction analysis and quantum mechanical calculations. The crystallographic data show that this compound has a β-diketohydrazone structure, containing an intramolecular H-bond assisted by resonance (RAHB), with N⋯O distance of 2.6025(16) Å. These results are in agreement with the spectroscopic studies and with theoretical calculations. The collected information confirms that I shows the same structure in CDCl3 solution, solid state and gaseous phase. © 2006 Elsevier Ltd. All rights reserved.

Más información

Título según WOS: Tautomeric, spectroscopic, DFT calculations and X-ray studies on O2N-4-C6H4-NHN=Q(COCH3)(2)
Título según SCOPUS: Tautomeric, spectroscopic, DFT calculations and X-ray studies on O2N-4-C6H4-NHN{double bond, long}C(COCH3)2
Título de la Revista: DYES AND PIGMENTS
Volumen: 74
Número: 3
Editorial: ELSEVIER SCI LTD
Fecha de publicación: 2007
Página de inicio: 615
Página final: 621
Idioma: English
DOI:

10.1016/j.dyepig.2006.04.002

Notas: ISI, SCOPUS