Recommendations for the Evaluation of Aromatic Stabilization Energies

Recommendations for the Evaluation of Aromatic Stabilization Energies

Perturbing influences, such as strain and the presence of heteroatoms, complicate the evaluation of aromatic stabilization energies (ASE). These complications are overcome easily by employing the “isomerization method”. This is based on the differences (ISE) between total energies computed for only...

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Veröffentlicht in:Organic letters 2002-08, Vol.4 (17), p.2873-2876
Hauptverfasser: Schleyer, Paul von Ragué, Pühlhofer, Frank
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Pühlhofer, Frank
description Perturbing influences, such as strain and the presence of heteroatoms, complicate the evaluation of aromatic stabilization energies (ASE). These complications are overcome easily by employing the “isomerization method”. This is based on the differences (ISE) between total energies computed for only two species:  a methyl derivative of the aromatic system and its nonaromatic exocyclic methylene isomer. The ISEs of benzene, pyridine, and naphthalene as well as the strained [5]paracyclophane, methano[10]annulene, and octadehydro[14]annulene are evaluated.
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title Recommendations for the Evaluation of Aromatic Stabilization Energies
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