Artículo
Furlong, J.J.P.; Sbarbati Nudelman, N. "Cyclization of substituted 2′-hydroxychalcones to flavanones. Solvent and isotope effects" (1988) Journal of the Chemical Society, Perkin Transactions 2(7):1213-1217
Consulte la política de Acceso Abierto del editor
Abstract:
The kinetic isotope effects on the cyclization of substituted 2′-hydroxychalcones (R = 3-hydroxy, 4′-hydroxy, 4,4′- dihydroxy, 4′-hydroxy-4-nitro, 4-nitro, or 5′-methyl) into the corresponding substituted flavanones have been measured in water and/or methanol. The pronounced isotope effects observed are consistent with the slow rupture of a bond to hydrogen. The effect of the medium permittivity on the rate of cyclization of 2′-hydroxy, 2′,4-dihydroxy-, and 2′,4′-dihydroxychalcones have been also studied in several mixed solvents and the observed dependence is consistent with a reaction between one ion and one dipole. These results confirm a mechanism that involves general acid attack of the ionized form of the 2′-hydroxychalcones, concerted rotation through the CO-C
Registro:
| Documento: | Artículo |
| Título: | Cyclization of substituted 2′-hydroxychalcones to flavanones. Solvent and isotope effects |
| Autor: | Furlong, J.J.P.; Sbarbati Nudelman, N. |
| Filiación: | Cátedra de Quimica Fisica II, Facultad de Quimica, UniversidadNational de San Luis, 5700 San Luis, Argentina Departamento de Quimica Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina |
| Año: | 1988 |
| Número: | 7 |
| Página de inicio: | 1213 |
| Página de fin: | 1217 |
| DOI: | http://dx.doi.org/10.1039/P29880001213 |
| Título revista: | Journal of the Chemical Society, Perkin Transactions 2 |
| ISSN: | 1472779X |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1472779X_v_n7_p1213_Furlong |
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Citas:
---------- APA ----------
Furlong, J.J.P. & Sbarbati Nudelman, N. (1988) . Cyclization of substituted 2′-hydroxychalcones to flavanones. Solvent and isotope effects. Journal of the Chemical Society, Perkin Transactions 2(7), 1213-1217.http://dx.doi.org/10.1039/P29880001213
---------- CHICAGO ----------
Furlong, J.J.P., Sbarbati Nudelman, N. "Cyclization of substituted 2′-hydroxychalcones to flavanones. Solvent and isotope effects" . Journal of the Chemical Society, Perkin Transactions 2, no. 7 (1988) : 1213-1217.http://dx.doi.org/10.1039/P29880001213
---------- MLA ----------
Furlong, J.J.P., Sbarbati Nudelman, N. "Cyclization of substituted 2′-hydroxychalcones to flavanones. Solvent and isotope effects" . Journal of the Chemical Society, Perkin Transactions 2, no. 7, 1988, pp. 1213-1217.http://dx.doi.org/10.1039/P29880001213
---------- VANCOUVER ----------
Furlong, J.J.P., Sbarbati Nudelman, N. Cyclization of substituted 2′-hydroxychalcones to flavanones. Solvent and isotope effects. 1988(7):1213-1217.http://dx.doi.org/10.1039/P29880001213
