A simple MO treatment on the nucleophilic substitution reactions of six-membered aza-aromatic compounds.
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Nucleophilic substitution reactions of monoaza- and diaza-naphthalenes and -phenanthrenes were discussed on the basis of an HMO calculation taking the nature of the reagent into consideration. Results were compared with the orientation of some nucleophilic substitution reactions, <I>i.e.</I> Chichibabin amination, phenylation by phenyllithium, and methylation by methylsulfinylmethanide ion. The nature of the reagent was explicitly taken into account as the difference in the coulomb integrals and the reagent-dependent orientation of these reactions were explained theoretically.
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関連論文
- Syntheses and NMR spectroscopic studies on the conformations of 1-(1-(2-aralkyloxy- and 2-acyloxyphenyl)vinyl)-1H-imidazoles.
- A simple MO treatment on the nucleophilic substitution reactions of six-membered aza-aromatic compounds.