Premium
Synthesis and Characterization of Copper Undecaarylcorroles and the First Undecaarylcorrole Free Base
Author(s) -
Gao Di,
Canard Gabriel,
Giorgi Michel,
Balaban Teodor Silviu
Publication year - 2012
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201201158
Subject(s) - corrole , chemistry , copper , free base , aryl , dihedral angle , ring (chemistry) , base (topology) , crystal structure , crystallography , photochemistry , polymer chemistry , stereochemistry , organic chemistry , molecule , mathematical analysis , hydrogen bond , alkyl , salt (chemistry) , mathematics
The Suzuki cross‐coupling reaction of copper β‐octabromo‐ meso ‐triarylcorroles with arylboronic acids led to various copper peraryl‐substituted corroles 4a – c , 5a – c , and 6a – c . The crystal structures of complexes 4b , 5a , 5b , 6a , 6b , and 6c show that their saddling dihedral angles strongly depend on the nature of the meso substituents, whereas the β‐aryl substituents induce a significant redshift of their UV/Vis absorption maxima. Copper corrole 5c was successfully demetalated to produce the corresponding undecaarylcorrole free base 7 . The crystal structure of 7 revealed that the introduction of 11 bulky aryl groups on the corrole ring did not produce unusual distortions in the macrocycle of the free base.