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

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

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

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Title: Experimental and theoretical study on the substitution reactions of aryl 2,4-dinitrophenyl carbonates with quinuclidines
Author: Castro, Enrique A.; Campodónico, Paola R.; Contreras Ramos, Renato; Fuentealba, P.; Santos, José G.; Leis, J. Ramón; García Río, Luis; Sáez, José A.; Domingo, Luis R.
Abstract: The reactions of quinuclidines with phenyl, 4-methylphenyl, and 4-chlorophenyl 2,4-dinitrophenyl carbonates are kinetically evaluated in aqueous solution. The Bronsted-type plots (log k(N) vs pK(a) 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.
URI: http://www.captura.uchile.cl/handle/2250/5487
Date: 2006-03-13
dc.identifier.citation: TETRAHEDRON Volume: 62 Issue: 11 Pages: 2555-2562 Published: MAR 13 2006


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