Conformational Control of [26]Hexaphyrins(1.1.1.1.1.1) by meso-Thienyl Substituents

✍ Scribed by Masaaki Suzuki; Atsuhiro Osuka

• Book ID: 102794541
• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 505 KB
• Volume: 13
• Category: Article
• ISSN: 0947-6539
• DOI: 10.1002/chem.200601147

✦ Synopsis

Abstract

Conformational preference and chemical stability of meso‐aryl‐substituted [26]hexaphyrins(1.1.1.1.1.1) ([26]ArH) depend upon meso‐aryl substituents. Although only a planar and rectangular conformation (type‐II conformation) has been identified for [26]ArH so far, we have demonstrated here that a different conformation with all the pyrroles pointing inward (type‐I conformation) is preferred for [26]ArH (7 and 11‐I) bearing small 2‐thienyl or 3‐thineyl substituents at 15‐ and 30‐positions. Both type‐I and type‐II [26]ArH exhibit diatropic ring currents, reflecting aromatic character. Type‐I [26]ArH, such as 7 and 11‐I, have been shown to serve as an effective ligand for Pd^II^ ions to provide bis‐Pd^II^ complexes 12 and 13 with N~3~C~1~ coordination through facile CH bond activation.