A frontier orbital description of the reaction of singlet oxygen with simple aromatic systems
β Scribed by C. J. M. van den Heuvel; J. W. Verhoeven; Th. J. de Boer
- Book ID
- 104588254
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 389 KB
- Volume
- 99
- Category
- Article
- ISSN
- 0165-0513
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β¦ Synopsis
Abstract
Frontier molecular orbital theory has been applied to the [4 + 2]βcycloaddition of singlet oxygen, to monoβ and dimethylnaphthalenes and to a number of other polycyclic aromatic compounds. Semilogarithmic plots of rate constants versus second order perturbation energies are found to be linear. The good correlations are due partly to the fact that singlet oxygen is such a small dienophile.
π SIMILAR VOLUMES
Current interest in the reactions of singlet oxygen with heterocyclic systems prompts us to describe some of our own efforts in this area.' The marked reactivity of singlet oxygen with cis-dienes is well documented,' and this behavior suggested that it might be possible to obtain a reaction between
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