Chiral Triazolium Salts and Ionic Liquids: From the Molecular Design Vectors to Their Physical Properties through Specific Supramolecular Interactions |
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Authors: | Dr Raul Porcar Dr Nicolás Ríos‐Lombardía Dr Eduardo Busto Dr Vicente Gotor‐Fernández Dr Jose Montejo‐Bernardo Prof Santiago García‐Granda Prof Santiago V Luis Prof Vicente Gotor Dr Ignacio Alfonso Dr Eduardo García‐Verdugo |
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Institution: | 1. Departamento de Química Inorgánica y Orgánica, Universitat Jaume I, Av. de Vicent Sos Baynat s/n, Castellón de la Plana 12071 (Espa?a), Fax: (+34)?964‐728‐214;2. Departamento de Química Orgánica e Inorgánica, Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, Avenida Julián Clavería s/n, Oviedo 33006 (Asturias) (Espa?a);3. Departamento de Química Física y Analítica, Universidad de Oviedo‐CINN, Avenida Julián Clavería s/n, Oviedo 33006 (Asturias) (Espa?a);4. Departamento de Química Biológica y Modelización Molecular, Instituto de Química Avanzada de Catalu?a, Consejo Superior de Investigaciones Científicas (IQAC‐CSIC), Calle Jordi Girona 18–26, Barcelona 08034 (Espa?a) |
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Abstract: | An exhaustive experimental study based on X‐ray diffraction analysis, NMR, FTIR‐ATR (attenuated total reflection), and Raman spectroscopy as well as theoretical calculations is reported in order to understand how the non‐covalent intermolecular contacts are fundamental to explain structure–property relationships and allowing us to correlate a basic macroscopic property (i.e., the melting point, Tm) with the structural variables of a family of enantiopure 1,4‐dialkyl‐1,2,4‐triazolium salts. The effect of different structural vectors such as the ring size, the spatial disposition of the substituent, the substitution on the oxygen atom, the nature of the anion, or the N4 alkylation of the triazole on the intermolecular interactions of these chiral salts of a well‐defined 3D structure is reported. The non‐covalent intermolecular contacts mainly implicating the triazolium H3 proton are fundamental to explain structure–property relationships and, therefore, the physical properties of these new chiral salts, rather than simple anion–cation interactions. Overall, our findings highlight the importance of the specific supramolecular interactions for the understanding of the physical properties of triazolium salts and ionic liquids. |
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Keywords: | fluids ionic liquids structure– property relationships supramolecular chemistry triazolium salts |
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