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[摘要]:For the first time, octaglycosylated zinc(II) phthalocyanines in which the sugar part is protected by acetyl groups and the deprotected zinc(II) phthalocyanines were synthesized and characterized. The sugars glucose, galactose, lactose, cellobiose, and maltose are anomerically attached either via oxygen or sulfur to the phthalocyanine ring. The necessary starting materials for the syntheses of the phthalocyanines, the anomerically 4,5-diglycosylated phthalonitriles, were obtained by reacting the anomerically deprotected sugars containing OH and SH groups with 4,5-difluorophthalonitrile. The acetyl protected octaglycosylated phthalocyanines were obtained in yields between 55 and 78% by heating the anomerically 4,5-diglycosylated phthalonitriles in DMF with hexamethyldisilazane, p-toluenesulfonic acid, and zinc acetate. The acetyl groups in sugar moieties were removed to afford corresponding water-soluble phthalocyanines. |
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