Artículo
Robinsohn, A.E.; Maier, M.S.; Buldain, G.Y. "Total synthesis and conformational analysis of monophenyl substituted protoporphyrins IX" (2000) Heterocycles. 53(10):2127-2142
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Abstract:
The total synthesis of meso-monoaryl protoporphyrins (1) and (2) using a MacDonald type [2+2] condensation is described. In this method a bisformyl dipyrrylmethane is treated with a biscarboxydipyrrylmethane. Attempts to obtain the δ-meso-monoaryl protoporphyrin (7) by the a,c-biladiene method failed as it could not be prepared starting from its tripyrrene precursor. The synthesis of the latter compound is described. Molecular modeling studies allowed us to find the most favorable conformations for compounds (1) and (2). In both porphyrins, the exocyclic phenyl group adopts a noncoplanar disposition relative to the plane of the macrocycle. In porphyrin (2) the macrocycle is nearly planar while nonplanar saddle conformation was obtained for porphyrin (1).
Registro:
| Documento: | Artículo |
| Título: | Total synthesis and conformational analysis of monophenyl substituted protoporphyrins IX |
| Autor: | Robinsohn, A.E.; Maier, M.S.; Buldain, G.Y. |
| Filiación: | Facultad De Farmacia Y Bioquímica, Universidad De Buenos Aires, Junín 956, (1113) Buenos Aires, Argentina Facultad De Ciencias Exactas Y Naturales, Universidad De Buenos Aires, Ciudad Universitaria, (1428) Buenos Aires, Argentina |
| Palabras clave: | macrocyclic compound; phenyl group; protoporphyrin; pyridine derivative; article; conformation; molecular model; polymerization; structure analysis; synthesis; technique |
| Año: | 2000 |
| Volumen: | 53 |
| Número: | 10 |
| Página de inicio: | 2127 |
| Página de fin: | 2142 |
| Título revista: | Heterocycles |
| Título revista abreviado: | Heterocycles |
| ISSN: | 03855414 |
| CODEN: | HTCYA |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03855414_v53_n10_p2127_Robinsohn |
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Citas:
---------- APA ----------
Robinsohn, A.E., Maier, M.S. & Buldain, G.Y. (2000) . Total synthesis and conformational analysis of monophenyl substituted protoporphyrins IX. Heterocycles, 53(10), 2127-2142.Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03855414_v53_n10_p2127_Robinsohn [ ]
---------- CHICAGO ----------
Robinsohn, A.E., Maier, M.S., Buldain, G.Y. "Total synthesis and conformational analysis of monophenyl substituted protoporphyrins IX" . Heterocycles 53, no. 10 (2000) : 2127-2142.Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03855414_v53_n10_p2127_Robinsohn [ ]
---------- MLA ----------
Robinsohn, A.E., Maier, M.S., Buldain, G.Y. "Total synthesis and conformational analysis of monophenyl substituted protoporphyrins IX" . Heterocycles, vol. 53, no. 10, 2000, pp. 2127-2142.Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03855414_v53_n10_p2127_Robinsohn [ ]
---------- VANCOUVER ----------
Robinsohn, A.E., Maier, M.S., Buldain, G.Y. Total synthesis and conformational analysis of monophenyl substituted protoporphyrins IX. Heterocycles. 2000;53(10):2127-2142.Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03855414_v53_n10_p2127_Robinsohn [ ]
