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Investigating the Imidazolium–Anion Interaction through the Anion‐Templated Construction of Interpenetrated and Interlocked Assemblies
Author(s) -
Spence Graeme T.,
Serpell Christopher J.,
Sardinha João,
Costa Paulo J.,
Félix Vítor,
Beer Paul D.
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201102005
Subject(s) - hydrogen bond , ion , density functional theory , chemistry , crystallography , molecular dynamics , electrostatics , computational chemistry , molecule , stereochemistry , organic chemistry
Abstract The interaction between imidazolium cations and coordinating anions is investigated through the anion‐templated assembly of interpenetrated and interlocked structures. The orientation of the imidazolium motif with respect to anion binding, and hence the hydrogen bond donor arrangement, was varied in acyclic receptors, interpenetrated assemblies, and the first mono‐imidazolium interlocked systems. Their anion recognition properties and co‐conformations were studied by solution‐phase 1 H NMR investigations, solid‐state structures, molecular dynamics simulations, and density functional theory calculations. Our findings suggest that the imidazolium‐anion binding interaction is dominated by electrostatics with hydrogen‐bonding contributions having weak orientational dependence.