A Simple MO Treatment on the Nucleophilic Substitution Reactions of Six-membered Aza-aromatic Compounds
- 1 May 1979
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 52 (5) , 1498-1505
- https://doi.org/10.1246/bcsj.52.1498
Abstract
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.e. 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.This publication has 20 references indexed in Scilit:
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