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首页> 外文期刊>Russian Journal of General Chemistry >Phthalocyanines and Related Compounds: XLVII. Nucleophilic Replacement of Chlorine Atoms in Tetrachlorophthalonitrile. Synthesis of Phenyl(alkyl)amino-substituted Phthalonitriles and Some Phthalocyanines Based Thereon
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Phthalocyanines and Related Compounds: XLVII. Nucleophilic Replacement of Chlorine Atoms in Tetrachlorophthalonitrile. Synthesis of Phenyl(alkyl)amino-substituted Phthalonitriles and Some Phthalocyanines Based Thereon

机译：酞菁和相关化合物：XLVII。四氯邻苯二甲腈中氯原子的亲核取代。苯基（烷基）氨基取代的邻苯二甲腈和一些基于其的酞菁的合成

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摘要

Nucleophilic replacement of chlorine atoms in tetrachlorophthalonitrile by the action of primary and secondary amines was studied. The reactions of tetrachlorophthalonitrile with amines at a ratio of 1:10 gave with high yields and regioselectivity the corresponding 4,5-diamino-3,6-dichlorophthalonitriles from cyclic secondary amines and 4-amino-3,5,6-trichlorophthalonitriles from primary amines and acyclic secondary amines. 4-Amino-3,5,6-trichlorophthalonitriles were used to synthesize cobalt and zinc phthalocyanine complexes. It was shown that replacement of chlorine atoms in the pyrrolic β-positions of hexadecachlorophthalocyanines by amino groups is not accompanied by red shift of the long-wave absorption band in the electronic spectra.
机译：研究了在伯胺和仲胺作用下亲核取代四氯邻苯二甲腈中的氯原子。四氯邻苯二甲腈与胺的比例为1:10的反应具有较高的收率和区域选择性，相应的是来自环状仲胺的4,5-二氨基-3,6-二氯邻苯二甲腈和来自伯的4-氨基-3,5,6-三氯邻苯二甲腈。胺和无环仲胺。 4-氨基-3,5,6-三氯邻苯二甲腈被用于合成钴和锌酞菁配合物。结果表明，用电子基团取代十六氯酞菁的吡咯β位上的氯原子不会伴随长波吸收带在电子光谱中的红移。

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