| Literature DB >> 12633092 |
Chaitanya S Wannere1, Paul von Ragué Schleyer.
Abstract
[structure: see text] While the total aromatic stabilization energies (ASE) of the [n]annulenes, from C(6)H(6) to C(66)H(66), converge to ca. 22 kcal/mol, the ASEs per pi-electron decrease markedly. Bond length alternation (which depends on the theoretical level) only reduces stabilization somewhat but influences the magnetic properties (NICS, proton chemical shifts, and magnetic susceptibilities) considerably. Nevertheless, these magnetic criteria, when based on the most realistic structures, agree that the aromaticities of the larger annulenes decrease and then nearly vanish.Entities:
Year: 2003 PMID: 12633092 DOI: 10.1021/ol027571b
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005