55894-18-3Relevant articles and documents
Supramolecular Recognition of Quaternary Phosphonium Cations
Walsh, Mark P.,Kitching, Matthew O.
, (2021/12/06)
The modes of supramolecular recognition of quaternary phosphonium cations mediated by 1,1′-bi-2-naphthol (BINOL) are identified and characterized. In contrast to our previous work on ammonium cations, the recognition of the quaternary phosphonium cations via the formation of a PR4+·Br–·BINOL ternary complex was found to be mediated by a hydrogen bond from an α-carbon center of the phosphonium cation, encapsulation within a continuous hydrogen bond network between the halide–BINOL network, or a combination of these effects working in tandem. The solid state structures of these ternary complexes were analyzed by X-ray crystallography, aided by Hirshfeld surface analysis, to confirm the presence of characteristic intermolecular interactions for the identified modes. In all cases, the quaternary phosphonium cation acts as a hydrogen bond donor (HBD) in these supramolecular interactions, and thus this is the key to the recognition process with BINOL. The characterization of such mechanisms offers insight into the supramolecular and crystal engineering communities in the future design of agents capable of the supramolecular recognition of phosphonium cations and their abstraction from the solution phase.
Polymerized phosphonium-based ionic liquids as stationary phases in gas chromatography: performance improvements by addition of graphene oxide
González-álvarez, Jaime,Arias-Abrodo, Pilar,Puerto, Marcos,Viguri, Maialen Espinal,Perez, Julio,Gutiérrez-álvarez, María Dolores
, p. 8560 - 8568 (2015/11/10)
Eight new functionalized, polymerizable phosphonium ionic liquids were prepared and applied as polymeric stationary phases in gas chromatography (GC). These coated GC columns exhibit high thermal stability compared to other ionic liquids (220-380 °C), and column efficiencies between 2700 and 3700 plates per m. The new columns have been characterized using the Abraham model in order to understand the effects of the polymeric cations and anions on the behavior of the system. These stationary phases show unique selectivity for several types of organic compounds such as alcohols, amines, pesticides and polycyclic aromatic hydrocarbons (PAHs), with good peak symmetries in some cases. Moreover, graphene oxide (GO) sheets have been covalently bonded onto the inner wall surface of fused silica capillary columns using 3-aminopropyl-diethoxymethylsilane (3-AMDS) as a cross-linking agent. The use of GO in the preparation of the capillary columns enhances their efficiency, improving peak symmetries because of the reduction of the unspecific absorption.
1H-NMR- AND MOESSBAUER INVESTIGATIONS ON THE ION PAIRS OF TETRACHLOROFERRATE(III) ANION WITH QUATERNARY PHOSPHONIUM CATIONS
Vincze, L.,Papp, S.
, p. 153 - 162 (2007/10/02)
Paramagnetic ion pairs were investigated by 1H-NMR and Moessbauer spectroscopy in chloroform and dimethyl sulphoxide.It has been shown that the chemical shifts of 1H-NMR peaks arise from a combination of contact and pseudocontact interactions of opposite sign, and the ratio of interactions was definitely influenced by the extent of solvation.On the basis of Moessbauer measurements it was shown that the change of the cation size had an effect on the electron delocalization and symmetry conditions of iron(III) in solid samples, too.In concentrated frozen solutions of ion pairs, different interactions were indicated by Moessbauer spectros copy in chloroform and dimethyl sulphoxide, in accordance with 1H-NMR results.However, in dilute solution such an anion-solvent interaction was observed directly, which could be shown by the NMR method only indirectly.
