Research Output

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Now showing 1 - 10 of 44
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Synthesis and characterization of poly (ionic liquid) derivatives of N -alkyl quaternized poly(4-vinylpyridine)

2018 , XIMENA GABRIELA BRIONES OLARAN , Ricardo A. Tapia , CAMPODONICO GALDAMES, PAOLA ROSSANA , Marcela Urzúa , Ángel Leiva , Renato Contreras , Javier González-Navarrete

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Platinum analogs from a chemical and biological point of view

2022-10-06 , CAMPODONICO GALDAMES, PAOLA ROSSANA , RETAMAL LUCERO, MAURICIO ANTONIO , Cortés Fuentes, Ignacio , Gormaz, Juan G.

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Ionic liquid binary mixtures: How different factors contribute to determine their effect on the reactivity

2016 , Salvatore Marullo , Francesca D'Anna , CAMPODONICO GALDAMES, PAOLA ROSSANA , Renato Noto

We studied how mixing ionic liquids affected the rate of the Diels Alder reaction between 9-anthracenemethanol and N-ethylmaleimide.

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Nucleofugality index in α-elimination reactions

2007 , CAMPODONICO GALDAMES, PAOLA ROSSANA , Juan Andrés , Arie Aizman , Renato Contreras

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Solvent Effect on a Model of SNAr Reaction in Conventional and Non-Conventional Solvents

2020 , CAMPODONICO GALDAMES, PAOLA ROSSANA

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Mechanistic pathways of aromatic nucleophilic substitution in conventional solvents and ionic liquids

2014 , Marcela Gazitúa , Ricardo A. Tapia , Renato Contreras , CAMPODONICO GALDAMES, PAOLA ROSSANA

Solvation effects on the reaction mechanism for nucleophilic substitution reactions have been kinetically evaluated in conventional solvents and ionic liquids.

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Gutmann’s Donor and Acceptor Numbers for Ionic Liquids and Deep Eutectic Solvents

2022 , Bruno Sanchez , CAMPODONICO GALDAMES, PAOLA ROSSANA , Renato Contreras

An experimental and computational methodology for the analysis of the Lewis acid/base responses of ionic liquids (ILs) and deep eutectic solvents (DES) is proposed. It is based on the donor and acceptor of the electronic charge ability of Lewis acid and bases concepts (donicity and acceptor numbers, DN and AN, respectively) proposed by Viktor Gutmann. The binding enthalpy between the IL/DES with the probe antimony pentachloride (SbCl5) in dichloroethane displays good correlations with experimental data. This approach could serve as a first approximation to predict the responses to H-bonding abilities of new IL or DES. Although useful, the problems encountered to model the electron AN of these solvents limit the usefulness of the approach to completely describe their polarity properties. The experimental data were recorded using UV–Vis spectroscopy for a wide range of ILs and a couple of DES. Two reactions were used as benchmarks to test the reliability of the DN model to discuss the reactivity of real systems in these neoteric solvents.

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Experimental Analyses Emphasize the Stability of the Meisenheimer Complex in a SNAr Reaction Toward Trends in Reaction Pathways

2020 , CAMPODONICO GALDAMES, PAOLA ROSSANA , OLIVARES, MARIA BELEN , Ricardo A. Tapia

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Material Suplementario - Kinetics and Reaction Mechanism of Biothiols Involved in SNAr Reactions: An Experimental Study

2022 , CAMPODONICO GALDAMES, PAOLA ROSSANA , OLIVARES, MARIA BELEN

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Kinetic and mechanistic study of the reactions of aryl chloroformates with quinuclidines

2006-10-01 , Castro, Enrique A. , Aliaga, Margarita , CAMPODONICO GALDAMES, PAOLA ROSSANA , Leis, J. Ramón , García-Río, Luis , Santos, Jose G.

The reactions of quinuclidines with phenyl, 4-methoxyphenyl, 4-chlorophenyl, and 4-nitrophenyl chloroformates (PCIF, MOPCIF, CIPCIF, and NPCIF, respectively) in aqueous solution (25 °C, ionic strength 0.2 M KC1) are followed spectrophotometrically and evaluated kinetically. Under amine excess, pseudo-first-order rate coefficients (kobsd) are found. Plots of kobsdversus [quinuclidine] are linear, with the pH-independent slope (kN). The Brønsted-type plots (log kNvs. pKa of quinuclidinium ions) are linear with slopes (β) of 0.32, 0.34, 0.31, and 0.23 for the reactions of PCIF, MOPCIF, CIPCIF, and NPCIF, respectively. The magnitude of the slopes suggests that these mechanisms are stepwise, with the formation of a zwitterionic tetrahedral intermediate (T ±) being the rate-determining step. The sensitivity of log kN to the basicity of the nonleaving group (βnlg) is -0.16. By comparing the reactions under investigation between each other and with similar aminolyses, the following conclusions can be drawn: (i) the mechanisms for the quinuclidinolysis of the four chloroformates studied are stepwise. (ii) The reactivity increases in the sequence MOPCIF < PCIF < CIPCIF < NPCIF. (iii) The change of the leaving group from 2,4-dinitrophenoxide to chloro changes the mechanism from concerted to stepwise. (iv) Quinuclidines are more reactive toward aryl chloroformates than isobasic secondary alicyclic amines. Copyright © 2006 John Wiley & Sons, Ltd.