ISSN:
0020-7608
Schlagwort(e):
Computational Chemistry and Molecular Modeling
;
Atomic, Molecular and Optical Physics
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
We consider the question of predicting the stability of hypothetical structures that are too large for ab initio calculations, too complex for simple MO calculations, and too few for reliable semiempirical SCF MO schemes. The problem is illustrated on a polycyclic conjugated cation having 21 carbon atoms. The analysis is general and applies to conjugated hydrocarbons and their ions for which it is not apparent whether they exhibit aromatic characteristics (and, if they do, to what extent). For the investigated polycyclic cation we find that to a large extent its aromatic components are cancelled by its antiaromatic components resulting in an essentially nonaromatic system. The analysis, which is based on close examination of various contributing conjugated circuits, allows one to examine the partial role of the individual Kekulé valence structures as well as to foretell the nature of both the positively and the negatively charged system. We conclude that the particular cation should be stable but represents a challenge as it would be a cation with a rather small resonance energy. In contrast, the corresponding anion is relatively stable and, at least from a theoretical point of view, is less interesting.
Zusätzliches Material:
2 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/qua.560300720
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