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Molecules 2015, 20(6), 9862-9878; doi:10.3390/molecules20069862

Pyrrole-Pyridine and Pyrrole-Naphthyridine Hosts for Anion Recognition

1
Departamento de Química Orgánica y Bio-Orgánica, Facultad de Ciencias, UNED, Paseo Senda del Rey 9, 28040-Madrid, Spain
2
Departamento de Química Inorgánica I and CAI de Difracción de Rayos-X, Facultad de Ciencias Químicas, UCM, 28040-Madrid, Spain
3
Department de Química, Universitat Autònoma de Barcelona, 08193-Cerdanyola del Vallès, Spain
4
Instituto de Química Médica, Centro de Química Orgánica Manuel Lora-Tamayo, CSIC, Juan de la Cierva 3, 28006-Madrid, Spain
*
Author to whom correspondence should be addressed.
Academic Editor: Stefan Boiadjiev
Received: 14 April 2015 / Revised: 21 May 2015 / Accepted: 22 May 2015 / Published: 27 May 2015
(This article belongs to the Special Issue Molecular Recognition)
View Full-Text   |   Download PDF [1777 KB, uploaded 27 May 2015]   |  

Abstract

The association constants of the complexes formed by two hosts containing pyrrole, amide and azine (pyridine and 1,8-naphthyridine) groups and six guests, all monoanions (Cl, CH3CO2, NO3, H2PO4, BF4, PF6), have been determined using NMR titrations. The X-ray crystal structure of the host N2,N5-bis(6-methylpyridin-2-yl)-3,4-diphenyl-1H-pyrrole- 2,5-dicarboxamide (1) has been solved (P21/c monoclinic space group). B3LYP/6-31G(d,p) and calculations were carried out in an attempt to rationalize the trends observed in the experimental association constants. View Full-Text
Keywords: anion binding; NMR titrations; association constants; B3LYP/6-31G(d,p) calculations; X-ray structures anion binding; NMR titrations; association constants; B3LYP/6-31G(d,p) calculations; X-ray structures
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

García, M.A.; Farrán, M.A.; María, D.S.; Claramunt, R.M.; Torralba, M.C.; Torres, M.R.; Jaime, C.; Elguero, J. Pyrrole-Pyridine and Pyrrole-Naphthyridine Hosts for Anion Recognition. Molecules 2015, 20, 9862-9878.

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