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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

โœ Scribed by Masaaki Suzuki; Min-Chul Yoon; Deok Yun Kim; Jung Ho Kwon; Hiroyuki Furuta; Dongho Kim; Atsuhiro Osuka

Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
200 KB
Volume
12
Category
Article
ISSN
0947-6539

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โœฆ Synopsis

Abstract

Treatment of hexakis(pentafluorophenyl)โ€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 Nโ€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 bisโ€metalโ€coordinating ligand and exhibits attractive optical properties such as a sharp Soretโ€like band at 566 nm and lowโ€energy fluorescence at 1058 nm.

๐Ÿ“œ SIMILAR VOLUMES

meso-Aryl-Substituted [26]Hexaphyrin(1.1
meso-Aryl-Substituted [26]Hexaphyrin(1.1.0.1.1.0) and [38]Nonaphyrin(1.1.0.1.1.0.1.1.0) from Oxidative Coupling of a Tripyrrane
โœ Soji Shimizu; Ryuichiro Taniguchi; Atsuhiro Osuka ๐Ÿ“‚ Article ๐Ÿ“… 2005 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 208 KB

CH 2 Cl 2 which contained 2 (107 mg, 24 %). The first eluted fraction from the alumina column was further purified by column chromatography on silica gel using a mixture of CH 2 Cl 2 /hexane as eluent to give a green fraction of 3 (38 mg, 8.5 %; see Table 1).