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Journal of the Mexican Chemical Society

Print version ISSN 1870-249X

Abstract

RICHAUD, Arlette  and  MENDEZ, Francisco. Nucleophilic Attack at the Pyridine Nitrogen Atom in a Bis(imino)pyridine System: The Local Hard and Soft Acids and Bases Principle Perspective. J. Mex. Chem. Soc [online]. 2012, vol.56, n.3, pp.351-354. ISSN 1870-249X.

Motivated by the unprecedented nucleophilic attack at the pyridine nitrogen atom in bis(imino)pyridines, observed by Gambarotta et al. and Gibson et al., and the fact that normally pyridine undergoes reactions with electrophiles at its nitrogen atom, we applied the local hard and soft acids and bases principle to assert that nucleophilic attack at pyridine nitrogen atom depends fundamentally on stereoelectronic factors.

Keywords : Nucleophilic reactivity; bis(imino)Pyridines; Stereoelectronic Factors.

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