Abstract:
Preparation and characterization of tetrasubstituted zinc(II) phthalocyanines in which sulfur is not linked to the macrocycle are reported herein for the first time. Thioacetic acid S-[3-(3,4-dicyano-phenoxy)-propyl]ester (4) was synthesized in 55% yield from 4-nitrophthalonitrile and thioacetic acid S-(3-hydroxy-propyl)ester (3). Tetrasusbtituted thiol-derivatized zinc(II) phthalocyanine 5 was obtained from 4 and zinc acetate in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene in butanol. Treatment of 5 with sodium methoxide afforded phthalocyanine 6. © 2009 Elsevier Ltd. All rights reserved.
Registro:
Documento: |
Artículo
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Título: | Novel thiol-derivatized zinc(II) phthalocyanines |
Autor: | García Vior, M.C.; Cobice, D.; Dicelio, L.E.; Awruch, J. |
Filiación: | Departamento de Química Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956, 1113 Buenos Aires, Argentina INQUIMAE, Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellon II, 1428 Buenos Aires, Argentina
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Palabras clave: | Spectroscopy; Synthesis; Thiol-phthalocyanines; (3 hydroxypropyl)ester; 1,8 diazabicyclo[5.4.0]undec 7 ene; 3 (3,4 dicyano phenoxy) propyl ester; 4 nitrophthalonitrile; alkene derivative; butanol; macrocyclic compound; methoxide sodium; nitrile; phthalocyanine; phthalocyanine zinc; phthalonitrile; sodium derivative; sulfur; thioacetic acid; thiol derivative; unclassified drug; zinc acetate; absorption spectrophotometry; article; chemical structure; controlled study; spectrofluorometry; substitution reaction; synthesis |
Año: | 2009
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Volumen: | 50
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Número: | 21
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Página de inicio: | 2467
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Página de fin: | 2469
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DOI: |
http://dx.doi.org/10.1016/j.tetlet.2009.02.201 |
Título revista: | Tetrahedron Letters
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Título revista abreviado: | Tetrahedron Lett.
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ISSN: | 00404039
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CODEN: | TELEA
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CAS: | butanol, 35296-72-1, 71-36-3; methoxide sodium, 124-41-4; phthalocyanine, 574-93-6; phthalocyanine zinc, 14320-04-8; phthalonitrile, 91-15-6; sulfur, 13981-57-2, 7704-34-9; thioacetic acid, 507-09-5; thiol derivative, 13940-21-1; zinc acetate, 557-34-6
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404039_v50_n21_p2467_GarciaVior |
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Citas:
---------- APA ----------
García Vior, M.C., Cobice, D., Dicelio, L.E. & Awruch, J.
(2009)
. Novel thiol-derivatized zinc(II) phthalocyanines. Tetrahedron Letters, 50(21), 2467-2469.
http://dx.doi.org/10.1016/j.tetlet.2009.02.201---------- CHICAGO ----------
García Vior, M.C., Cobice, D., Dicelio, L.E., Awruch, J.
"Novel thiol-derivatized zinc(II) phthalocyanines"
. Tetrahedron Letters 50, no. 21
(2009) : 2467-2469.
http://dx.doi.org/10.1016/j.tetlet.2009.02.201---------- MLA ----------
García Vior, M.C., Cobice, D., Dicelio, L.E., Awruch, J.
"Novel thiol-derivatized zinc(II) phthalocyanines"
. Tetrahedron Letters, vol. 50, no. 21, 2009, pp. 2467-2469.
http://dx.doi.org/10.1016/j.tetlet.2009.02.201---------- VANCOUVER ----------
García Vior, M.C., Cobice, D., Dicelio, L.E., Awruch, J. Novel thiol-derivatized zinc(II) phthalocyanines. Tetrahedron Lett. 2009;50(21):2467-2469.
http://dx.doi.org/10.1016/j.tetlet.2009.02.201