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-d…(more)
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%0 Journal Article
%1 RN402
%A Dreyse, P.
%A Alarcon, A.
%A Galdamez, A.
%A Gonzalez, I.
%A Cortes-Arriagada, D.
%A Castillo, F.
%A Mella, A.
%D 2018
%I 2017 Elsevier B.V.
%J Journal of Molecular Structure
%K binding compounds, crystal design dqcauchile electrochemical-cells, emitting energies, gold ion ionic liquids, nanoparticles, pairs phenylpyridiniums, salts, solvents, structure, temperature, transition, transport, water,
%P 382-391
%R 10.1016/j.molstruc.2017.10.062
%T Influence of the Anion Nature and Alkyl Substituents in the Behavior of Ionic Liquids Derived from Phenylpyridines
%U /brokenurl#<Go to ISI>://WOS:000418212000043
%V 1154
%X 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.
@article{RN402,
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. },
added-at = {2019-12-04T03:57:35.000+0100},
author = {Dreyse, P. and Alarcon, A. and Galdamez, A. and Gonzalez, I. and Cortes-Arriagada, D. and Castillo, F. and Mella, A.},
biburl = {https://www.bibsonomy.org/bibtex/23fd8fe98b45c5e89e6473ee14e61b0d8/dqcauchile},
doi = {10.1016/j.molstruc.2017.10.062},
interhash = {688fb886ab116452b2b21cac0af94e30},
intrahash = {3fd8fe98b45c5e89e6473ee14e61b0d8},
issn = {0022-2860},
journal = {Journal of Molecular Structure},
keywords = {binding compounds, crystal design dqcauchile electrochemical-cells, emitting energies, gold ion ionic liquids, nanoparticles, pairs phenylpyridiniums, salts, solvents, structure, temperature, transition, transport, water,},
pages = {382-391},
publisher = {2017 Elsevier B.V.},
timestamp = {2019-12-04T03:58:17.000+0100},
title = {Influence of the Anion Nature and Alkyl Substituents in the Behavior of Ionic Liquids Derived from Phenylpyridines},
type = {Journal Article},
url = {/brokenurl#<Go to ISI>://WOS:000418212000043},
volume = 1154,
year = 2018
}