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A New Entry to Doubly N‐Confused [26]Hexaphyrins(1.1.1.1.1.1) from Normal [26]Hexaphyrins(1.1.1.1.1.1) through an Unprecedented Double Pyrrolic Rearrangement
Author(s) -
Suzuki Masaaki,
Yoon MinChul,
Kim Deok Yun,
Kwon Jung Ho,
Furuta Hiroyuki,
Kim Dongho,
Osuka Atsuhiro
Publication year - 2006
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200501061
Subject(s) - chemistry , pyridine , quantum yield , fluorescence , yield (engineering) , ligand (biochemistry) , metal , photochemistry , stereochemistry , crystallography , medicinal chemistry , materials science , receptor , physics , organic chemistry , biochemistry , quantum mechanics , metallurgy
Treatment of hexakis(pentafluorophenyl)‐substituted [26]hexaphyrin(1.1.1.1.1.1) ( 1 ) with CuCl in the presence of pyridine and molecular oxygen led to formation of doubly N‐confused [26]hexaphyrin(1.1.1.1.1.1) 2 in a moderate yield through an unprecedented double pyrrolic rearrangement. Macrocycle 2 has been shown to serve as an effective bis‐metal‐coordinating ligand and exhibits attractive optical properties such as a sharp Soret‐like band at 566 nm and low‐energy fluorescence at 1058 nm.