Artículo
The crystal structure and characterization of a co-product in the synthesis of a Schiff base give evidence of its zwitterionic nature in the solid state
Rodríguez, María Rosa
; Espino, G. A.; Piro, Oscar Enrique
; Echeverría, Gustavo Alberto
; Parajón Costa, Beatriz Susana
; Gonzalez Baro, Ana Cecilia
Fecha de publicación:
02/2022
Editorial:
Royal Society of Chemistry
Revista:
New Journal of Chemistry
ISSN:
1144-0546
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
During the synthesis of the Schiff base 2-methoxy-6-{[(tiophen-2-methyl)imino]methyl}phenol (o-HVATPNH2), a co-product was isolated and characterized. The crystal structure of this molecule, 4,10-dimethoxy-13-(thiophen-2-ylmethyl)-6,12-dihydro-6,12-epiminodibenzo[b,f][1,5]dioxocane, namely (o-VA)2TPNH2 for short, was determined by X-ray diffraction methods. The chiral compound crystallizes as a racemate in the triclinic space group P1 with 2 molecules per unit cell. The (o-VA)2 molecular fragment in (o-VA)2TPNH2 shows a non-crystallographic two-fold axis that enables the two molecular stereogenic centers to have the same chirality. The formation reaction mechanism for (o-VA)2TPNH2 is proposed and the structural properties of the Schiff base o-HVATPNH2 were revised. Evidence of the presence of the zwitterionic form of a Schiff base in the solid state was found.
Palabras clave:
zwitterion
,
schiff base
,
tautomerism
,
crystal structure
Archivos asociados
Licencia
Identificadores
Colecciones
Articulos(CEQUINOR)
Articulos de CENTRO DE QUIMICA INORGANICA "DR. PEDRO J. AYMONINO"
Articulos de CENTRO DE QUIMICA INORGANICA "DR. PEDRO J. AYMONINO"
Articulos(IFLP)
Articulos de INST.DE FISICA LA PLATA
Articulos de INST.DE FISICA LA PLATA
Articulos(SEDE CENTRAL)
Articulos de SEDE CENTRAL
Articulos de SEDE CENTRAL
Citación
Rodríguez, María Rosa; Espino, G. A.; Piro, Oscar Enrique; Echeverría, Gustavo Alberto; Parajón Costa, Beatriz Susana; et al.; The crystal structure and characterization of a co-product in the synthesis of a Schiff base give evidence of its zwitterionic nature in the solid state; Royal Society of Chemistry; New Journal of Chemistry; 46; 7; 2-2022; 3130-3139
Compartir
Altmétricas