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Configurational Description of Chiral Fullerenes and Fullerene Derivatives with a Chiral Functionalization Pattern
Author(s) -
Thilgen Carlo,
Herrmann Andreas,
Diederich François
Publication year - 1997
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19970800117
Subject(s) - fullerene , surface modification , chirality (physics) , chemistry , enantiomer , computational chemistry , planar chirality , combinatorial chemistry , chemical physics , stereochemistry , enantioselective synthesis , organic chemistry , chiral symmetry breaking , physics , quantum mechanics , symmetry breaking , nambu–jona lasinio model , catalysis
Simple recommendations for the configurational description of chiral fullerenes and fullerene derivatives with a chiral functionalization pattern are presented in detail and illustrated with examples for different types of compounds. The descriptor system is based on the fact that the numbering schemes proposed for fullerenes are chiral (helical) and, thus, constitute an ideal reference for differentiating between enantiomers of chiral carbon cages and of fullerene derivatives with a chiral functionalization pattern. A single descriptor is sufficient to specify the configuration of the chiral spheroids, regardless of their functionalization degree. According to the helicity of the numbering scheme to be used, the descriptors are f C (clockwise) or f A (anticlockwise). The proposed configurational description can also be extended to related classes of compounds such as chiral bowl‐shaped condensed ring systems and their derivatives with a chiral functionalization pattern.