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A Metallocorrole with Orthogonal Pyrrole Rings
Author(s) -
Thomas Kolle E.,
Conradie Jeanet,
Hansen Lars K.,
Ghosh Abhik
Publication year - 2011
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.201100170
Subject(s) - chemistry , chromophore , pyrrole , steric effects , corrole , molecule , enantiomer , crystallography , nuclear magnetic resonance spectroscopy , crystal structure , ring (chemistry) , stereochemistry , photochemistry , organic chemistry
In contrast to sterically hindered metalloporphyrins, which are almost always strongly nonplanar, similarly substituted metallocorroles are generally relatively planar. A crystal structure of a copper β‐octakis(trifluoromethyl)‐ meso ‐triarylcorrole, however, has revealed a corrole macrocycle with an unprecedented degree of saddling. With the exception of the bipyrrole unit, any two adjacent pyrrole rings are essentially orthogonal to each other. Furthermore, the C 2 ‐symmetric molecular structure is chiral and NMR spectroscopy and DFT calculations suggest that the enantiomers do not interconvert readily. Once resolved, the molecule may provide us with a novel example of an inherently chiral chromophore.