卟啉
四苯基卟啉
化学
特里斯
胺气处理
硝基
催化作用
水溶液
超分子化学
组合化学
高分子化学
有机化学
晶体结构
生物化学
烷基
作者
Aitor Arlegui,Zoubir El‐Hachemi,Joaquim Crusats,Albert Moyano
出处
期刊:Molecules
[MDPI AG]
日期:2018-12-19
卷期号:23 (12): 3363-3363
被引量:9
标识
DOI:10.3390/molecules23123363
摘要
A convenient protocol for the preparation of 5-phenyl-10,15,20-tris(4-sulfonatophenyl)porphyrin, a water-soluble porphyrin with unique aggregation properties, is described. The procedure relies on the one-pot reductive deamination of 5-(4-aminophenyl)-10,15,20-tris(4-sulfonatophenyl)porphyrin, that can be in turn easily obtained from 5,10,15,20-tetraphenylporphyrin by a known three-step sequence involving mononitration, nitro to amine reduction and sulfonation of the phenyl groups. This method provides the title porphyrin in gram scale, and compares very favorably with the up to now only described procedure based on the partial sulfonation of TPP, that involves a long and tedious chromatographic enrichment of the final compound. This has allowed us to study for the first time both the use of its zwitterionic aggregate as a supramolecular catalyst of the aqueous Diels⁻Alder reaction, and the morphology of the aggregates obtained under optimized experimental conditions by atomic force microscopy and also by transmission electron cryomicroscopy.
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