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Novel thiol-derivatized zinc(II) phthalocyanines
Authors:María C García Vior  Lelia E Dicelio
Institution:a Departamento de Química Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín 956, 1113 Buenos Aires, Argentina
b INQUIMAE, Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón II, 1428 Buenos Aires, Argentina
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-diazabicyclo5.4.0]undec-7-ene in butanol. Treatment of 5 with sodium methoxide afforded phthalocyanine 6.
Keywords:Thiol-phthalocyanines  Synthesis  Spectroscopy
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