Experimental and theoretical study on the substitution reactions of aryl 2,4-dinitrophenyl carbonates with quinuclidines

Castro, EA; Campodonico, PR; Contreras R.; Fuentealba P.; Santos, JG; Leis, JR; Garcia-Rio, L; Saez, JA; Domingo, LR

Abstract

The reactions of quinuclidines with phenyl, 4-methylphenyl, and 4-chlorophenyl 2,4-dinitrophenyl carbonates are kinetically evaluated in aqueous solution. The Brønsted-type plots (log kN vs pKa of quinuclidinium ions) are linear. The magnitude of the slopes and validated theoretical scales of electrophilicity and nucleophilicity confirm the concerted nature of these reactions. © 2005 Elsevier Ltd. All rights reserved.

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Título según WOS: Experimental and theoretical study on the substitution reactions of aryl 2,4-dinitrophenyl carbonates with quinuclidines
Título según SCOPUS: Experimental and theoretical study on the substitution reactions of aryl 2,4-dinitrophenyl carbonates with quinuclidines
Título de la Revista: TETRAHEDRON
Volumen: 62
Número: 11
Editorial: PERGAMON-ELSEVIER SCIENCE LTD
Fecha de publicación: 2006
Página de inicio: 2555
Página final: 2562
Idioma: English
URL: http://linkinghub.elsevier.com/retrieve/pii/S0040402005022234
DOI:

10.1016/j.tet.2005.12.044

Notas: ISI, SCOPUS