Synthesis and properties of water-soluble porphyrins bearing multidentate ligands

Autor:	Yoshio Uemori, Shigeo Nakagawa, Masato Sakurai, Atsuko Osada, Hiroki Munakata, Hiroyasu Imai
Rok vydání:	2004
Předmět:	HEPES Atropisomer Properties of water Aqueous solution Denticity Stereochemistry Nitrilotriacetic acid Covalent binding General Chemistry Porphyrin chemistry.chemical_compound chemistry Polymer chemistry polycyclic compounds heterocyclic compounds
Zdroj:	Journal of Porphyrins and Phthalocyanines. :1047-1054
ISSN:	1099-1409 1088-4246
DOI:	10.1142/s1088424604000416
Popis:	Water-soluble porphyrins bearing multidentate ligands were prepared by covalent binding of nitrilotriacetic acid to 5,10,15,20-tetrakis(4-aminophenyl)porphyrin or three atropisomers of 5,10,15,20-tetrakis(2-aminophenyl)porphyrin. The acid-base properties and monomer-dimer behavior of the porphyrins were affected by the positions of the multidentate ligands with respect to the porphyrin plane. Among the porphyrins, the porphyrin bearing multidentate ligands at the para position of the phenyl groups dimerized in an aqueous solution. The association constants of the porphyrins with various aromatic compounds were studied in water at pH 7.4 containing 10 mM HEPES at 25°C. These values varied with the structure and charges of both the porphyrins and the aromatic compounds. The association constants of the porphyrin bearing multidentate ligands at the 2-position of the phenyl groups were small compared to those of the porphyrin bearing multidentate ligands at the 4-position.
Databáze:	OpenAIRE
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