Cooperative AND ion-pair recognition by heteroditopic calix[4]diquinone receptors
authors Lankshear, MD; Dudley, IM; Chan, KM; Cowley, AR; Santos, SM; Fejix, V; Beer, PD
nationality International
journal CHEMISTRY-A EUROPEAN JOURNAL
author keywords anions; calixarenes; cations; receptors; recognition
keywords ANION RECOGNITION; SIMULTANEOUS COMPLEXATION; COORDINATION CHEMISTRY; MOLECULAR RECOGNITION; FERROCENE RECEPTOR; ORGANIC SYNTHESIS; DITOPIC RECEPTOR; CATION-BINDING; BOUND CATION; LOGIC GATES
abstract A new family of heteroditopic calix[4]diquinone receptors capable of the cooperative recognition of ion-pair species through a contact binding mechanism has been developed. The receptors bind contact ion pairs cooperatively, with an unprecedented AND recognition phenomenon being observed to operate in certain cases in which receptors display no affinity for either of the individual "free" cation or anion, but bind the cation and anion ion-pair strongly. X-ray crystallographic, solution-state, and computational methods rationalize the observed recognition behavior of the receptors. It is shown that the contact ion-pair interaction occurs through a pi-stacking-mediated folding of the receptors such that the anion and cation binding sites are arranged in close proximity, while in the solid state an unusual ion-mediated receptor dimerization is observed. Molecular dynamics simulations are further used to explain the observed trends in the association constants of different ion-pair species and the mechanism of interaction.
publisher WILEY-V C H VERLAG GMBH
issn 0947-6539
year published 2008
volume 14
issue 7
beginning page 2248
ending page 2263
digital object identifier (doi) 10.1002/chem.200701347
web of science category Chemistry, Multidisciplinary
subject category Chemistry
unique article identifier WOS:000253932900025
  ciceco authors
  impact metrics
journal analysis (jcr 2019):
journal impact factor 4.857
5 year journal impact factor 4.636
category normalized journal impact factor percentile 75.424
dimensions (citation analysis):
altmetrics (social interaction):



 


Sponsors

1suponsers_list_ciceco.jpg