Publicaciones 2011-2020

@article{RN422,
title = {Effect of the Nature of the Nucleophile and Solvent on an Snar Reaction},
author = { M. Gazitua and R.A. Tapia and R. Contreras and P.R. Campodonico},
url = {/brokenurl#<Go to ISI>://WOS:000418369000027},
doi = {10.1039/c7nj03212a},
issn = {1144-0546},
year = {2018},
date = {2018-01-01},
journal = {New Journal of Chemistry},
volume = {42},
number = {1},
pages = {260-264},
abstract = {The reaction of 2,4-dinitrobenzenesulfonyl chloride toward propylamine was kinetically evaluated in 19 organic solvents and 10 ionic liquids as reaction media. This study was compared with a previous study to experimentally show that solvent effects and the nature of the reacting pair drastically affect the reaction rate and the reaction mechanism. While the reaction of the reference electrophile 2,4-dinitrobenzenesulfonyl chloride with piperidine is favored in polar solvents with the ability to donate or accept hydrogen bonds, the reaction with propylamine is favored in solvents with the ability to accept hydrogen bonds.},
keywords = {amines, aromatic aryl azides, conventional ionic kinetics, liquids, preferential reaction-mechanism, regioselectivity solvation, solvents, substitutions, temperature},
pubstate = {published},
tppubtype = {article}
}

@article{RN402,
title = {Influence of the Anion Nature and Alkyl Substituents in the Behavior of Ionic Liquids Derived from Phenylpyridines},
author = { P. Dreyse and D.A. Alarcon and A. Gald\'{a}mez and I. Gonz\'{a}lez and D. Cortes-Arriagada and F. Castillo and A. Mella},
url = {/brokenurl#<Go to ISI>://WOS:000418212000043},
doi = {10.1016/j.molstruc.2017.10.062},
issn = {0022-2860},
year = {2018},
date = {2018-01-01},
journal = {Journal of Molecular Structure},
volume = {1154},
pages = {382-391},
publisher = {2017 Elsevier B.V.},
abstract = {Quaternary alkyl 2-phenylpyridinium and 2-(2,4-difluorophenyl)pyridinium amines with iodide, hexafluorophosphate and bis(trifluoromethylsulfonyl)imide anions have been fully characterized by H-1 NMR, FT-IR and MALDI mass spectroscopic methods and studied by quantum chemistry calculations. The compounds with bis(trifluoromethylsulfonyl)imide anion can be classified as ionic liquids, because they melt at room temperature. The quaternary amines with iodide and hexafluorophosphate anions are solid at 25 degrees C. The X-ray diffraction characterization of the 2-(2,4-difiuorophenyl)-1-methylphenylpyridinium hexafluorophosphate and 1-ethyl-2-(2,4-difluorophenyl)phenylpyridinium hexafluorophosphate show an extensive series of C-H center dot center dot center dot F, C-F center dot center dot center dot pi and P-F center dot center dot center dot pi it intermolecular interactions, which give rise to a supramolecular network. The relationship between the solid-state structures and the melting points is discussed by the evaluation of the thermal behavior based on experimental data from Differential Scanning Calorimetry (DSC) studies, and also using the analysis of the ion pairs binding energies. These new compounds based on phenylpyridine allow us to grow the diversity of ionic liquids and their crystalline salts, increasing the knowledge about the chemical and physical properties of these ionic species.},
keywords = {binding compounds, crystal design electrochemical-cells, emitting energies, gold ion ionic liquids, nanoparticles, pairs phenylpyridiniums, salts, solvents, structure, temperature, transition, transport, water},
pubstate = {published},
tppubtype = {article}
}

@article{RN419,
title = {How Meaningful Is the Halogen Bonding in 1-Ethyl-3-Methyl Imidazolium-Based Ionic Liquids for Co2 Capture?},
author = { L. Lodeiro and R. Contreras and R. Ormazabal-Toledo},
url = {/brokenurl#<Go to ISI>://WOS:000442437700011},
doi = {10.1021/acs.jpcb.8b04990},
issn = {1520-6106},
year = {2018},
date = {2018-01-01},
journal = {Journal of Physical Chemistry B},
volume = {122},
number = {32},
pages = {7907-7914},
abstract = {We report on several parameters that can be used to describe the 1-ethyl-3-methyl-4,5-(X-2)imidazolium cations (where X = H, Br, and I) within the Canongia-Lopez and Padua Force Field (CL&P) framework. Geometrical parameters like intramolecular distances and radial distribution functions are close to the experimental structure. Density values obtained with our force field are within the expected ones from CL&P calculations in related systems. This information is used to simulate through molecular dynamics the solubilization of CO2 by these ILs. For pure ILs, the addition of halides in position 4 and 5 promotes an enhanced hydrogen bond interaction at position 2 with the oxygen atoms in the anion. It is found that CO2 should be in the interstices of the anion-cation 3D network with longer distances than those found in other reports at ab initio levels, suggesting that halogen bond, if present, may be not the driving force interaction in these systems. Therefore, it seems that CO2 interacts linearly via an oxygen atom with the cation and with the anion through a pi-stacking or hydrogen-bonded fashions. Solvation enthalpies compare well with the experimental data, thereby suggesting that halogenated ILs dissolve more efficiently in CO2 than C(2)C(1)Im(+) derivatives. This result suggests that halogenated ILs can be considered as reliable candidates for CO2 capture.},
keywords = {atmospheric carbon-dioxide, co2, conversion, dynamics, field, hydrogen-bonds, mechanism molecular-force reactivity, solubility, solvents},
pubstate = {published},
tppubtype = {article}
}

@article{RN223,
title = {Regional Electrophilic and Nucleophilic Fukui Functions Efficiently Highlight the Lewis Acidic/Basic Regions in Ionic Liquids},
author = { A. Cerda-Monje and R. Ormazabal-Toledo and C. Cardenas and P. Fuentealba and R. Contreras},
url = {/brokenurl#<Go to ISI>://WOS:000333948200024},
doi = {10.1021/jp5009994},
issn = {1520-6106},
year = {2014},
date = {2014-01-01},
journal = {Journal of Physical Chemistry B},
volume = {118},
number = {13},
pages = {3696-3701},
abstract = {The origin of catalysis and selectivity induced by room temperature ionic liquids in several organic reactions has putatively been associated with the concept of cation effect (hydrogen bond donor ability of the ionic liquids) or anion effect (hydrogen bond accepting ability of the ionic liquids). We show that there may be cases where this a priori classification may not be correctly assigned. Cations may concentrate both Lewis acidity and basicity functions in one fragment of the ionic liquid: an effect we tentatively call bifunctional distribution of the molecular Lewis acidity/basicity. Bifunctionality on the cation is however anion dependent through electronic polarization effects. The molecular distribution of the Lewis acidity/basicity may simply be assessed by evaluating the regional Fukui function within a reference ion pair structure. The model is tested for a set of nine ionic liquids based on the 1-butyl-3-methylimidazolium cation commonly used as solvent to run organic reactions.},
keywords = {alkenes, alkynes, aromatic designer diels-alder electrostatic future, knoevenagel, potentials, rationalization reaction, reactivity, solvents, substitutions},
pubstate = {published},
tppubtype = {article}
}

@article{RN105,
title = {Quantum Mechanical Continuum Solvation Models for Ionic Liquids},
author = { V.S. Bernales and A.V. Marenich and R. Contreras and C.J. Cramer and D.G. Truhlar},
url = {/brokenurl#<Go to ISI>://WOS:000306989800043},
doi = {10.1021/jp304365v},
issn = {1520-6106},
year = {2012},
date = {2012-01-01},
journal = {Journal of Physical Chemistry B},
volume = {116},
number = {30},
pages = {9122-9129},
abstract = {The quantum mechanical SMD continuum universal solvation model can be applied to predict the free energy of solvation of any solute in any solvent following specification of various macroscopic solvent parameters. For three ionic liquids where these descriptors are readily available, the SMD solvation model exhibits a mean unsigned error of 0.48 kcal/mol for 93 solvation free energies of neutral solutes and a mean unsigned error of 1.10 kcal/mol for 148 water-to-IL transfer free energies. Because the necessary solvent parameters are not always available for a given ionic liquid, we determine average values for a set of ionic liquids over which measurements have been made in order to define a generic ionic liquid solvation model, SMD-GIL. Considering 11 different ionic liquids, the SMD-GIL solvation model exhibits a mean unsigned error of 0.43 kcal/mol for 344 solvation free energies of neutral solutes and a mean unsigned error of 0.61 kcal/mol for 431 water-to-IL transfer free energies. As these errors are similar in magnitude to those typically observed when applying continuum solvation models to ordinary liquids, we conclude that the SMD universal solvation model may be applied to ionic liquids as well as ordinary liquids.},
keywords = {ab-initio, approach, carbon-dioxide, density dielectric-constant, free-energies, functionals, gas-phase green kinetics, molecular-dynamics simulations, solvents, static thermochemical universal},
pubstate = {published},
tppubtype = {article}
}