Abstract

[2,3,7,8,12,13,17,18-Octabromo-5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrinato]zinc(II) and [2,3,7,8,12,13,17,18-octachloro-5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrinato]zinc(II) were synthesized by halogenation of [5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrinato]zinc(II) with N-bromosuccinimide and N-chlorosuccinimide, respectively, in a mixture of chloroform with methanol. Treatment of the halogenated zinc porphyrins with trifluoroacetic acid in chloroform gave the corresponding free ligands. The isolated compounds were identified by electronic absorption, ¹H NMR, and mass spectra. The acid–base properties of 5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrin, 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrin, and 2,3,7,8,12,13,17,18-octachloro-5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrin were studied in acetonitrile at 298 K. Their acidity and basicity constants and concentration ranges of their ionized forms were determined.

中文翻译：

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多卤代四苯基卟啉的酸碱性质

摘要

[2,3,7,8,12,13,17,18-Octabromo-5,10,15,20-四（2,6-二氯苯基）卟啉对]锌（II）和[2,3,7,8通过卤化[5,10,15,20-四（2），合成1,2,13,17,18-八氯-5,10,15,20-四（2,6-二氯苯基）卟啉对]锌（II） 2,6-二氯苯基）卟啉]锌（II）与ñ溴代琥珀酰亚胺和ñ分别氯琥珀酰亚胺，在用甲醇的氯仿的混合物中。在氯仿中用三氟乙酸处理卤化的卟啉锌，得到相应的游离配体。分离出的化合物通过电子吸收鉴定¹1 H NMR和质谱。5,10,15,20-四（2,6-二氯苯基）卟啉，2,3,7,8,12,13,17,18-八溴-5,10,15,20-的酸碱性质在乙腈中研究了四（2,6-二氯苯基）卟啉和2,3,7,8,12,13,17,18-八氯-5,10,15,20-四（2,6-二氯苯基）卟啉在298 K下测定其酸度和碱度常数，以及其电离形式的浓度范围。