Macrocycle nonplanar distortions in the free base corroles

Abstract

The molecular conformation of the corrole macrocycle depends on the type of peripheral substituents and the macrocycle substitution architecture. The purpose of this work is to elucidate the molecular conformation of undecasubstituted 5,10,15-tris-penta-fluorophenyl-2,3,7,8,12,13,17,18-octa-bromo- corrole (A3C8-corrole) and to identify its structural features in comparison with trisubstituted 5,10-dimesityl-15-2,6-dichloropyrimidinyl-corrole (AB2-corrole) and tetrasubstituted 5,10,15-tris-phenyl- 18-nitrocorrole (A3C1-corrole). The structural analysis was carried out for the long-wavelength NH tautomers T1 of the above compounds. The geometry of molecules was calculated by quantum chemical methods (AB2-corrole [1], A3C8-corrole [2]) and/or obtained from X-ray diffraction data (A3C8-corrole [8], A3C1-corrole [3]).