Anion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size.

A wide range of pseudorotaxane assemblies containing positively charged pyridinium, pyridinium nicotinamide, imidazolium, benzimidazolium and guanidinium threading components, and macrocyclic isophthalamide polyether ligands have been prepared using a general anion templation procedure. In noncompet...

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Главные авторы: Sambrook, MR, Beer, P, Wisner, J, Paul, R, Cowley, A, Szemes, F, Drew, MG
Формат: Journal article
Язык:English
Опубликовано: 2005
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author Sambrook, MR
Beer, P
Wisner, J
Paul, R
Cowley, A
Szemes, F
Drew, MG
author_facet Sambrook, MR
Beer, P
Wisner, J
Paul, R
Cowley, A
Szemes, F
Drew, MG
author_sort Sambrook, MR
collection OXFORD
description A wide range of pseudorotaxane assemblies containing positively charged pyridinium, pyridinium nicotinamide, imidazolium, benzimidazolium and guanidinium threading components, and macrocyclic isophthalamide polyether ligands have been prepared using a general anion templation procedure. In noncompetitive solvent media, coupling halide anion recognition by a macrocyclic ligand with ion-pairing between the halide anion and a strongly associated cation provides the driving force for interpenetration. Extensive solution 1H NMR binding studies, thermodynamic investigations, and single-crystal X-ray structure determinations reveal that the nature of the halide anion template, strength of the ion-pairing between the anion template and the cationic threading component, and to a lesser extent favorable second sphere pi-pi aromatic stacking interactions between the positively charged threading component and macrocyclic ligand, together with macrocyclic ring size, affect the efficacy of pseudorotaxane formation.
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spelling oxford-uuid:373f7f60-f56c-41c1-b8e4-0b662d1fa24c2022-03-26T13:42:55ZAnion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:373f7f60-f56c-41c1-b8e4-0b662d1fa24cEnglishSymplectic Elements at Oxford2005Sambrook, MRBeer, PWisner, JPaul, RCowley, ASzemes, FDrew, MGA wide range of pseudorotaxane assemblies containing positively charged pyridinium, pyridinium nicotinamide, imidazolium, benzimidazolium and guanidinium threading components, and macrocyclic isophthalamide polyether ligands have been prepared using a general anion templation procedure. In noncompetitive solvent media, coupling halide anion recognition by a macrocyclic ligand with ion-pairing between the halide anion and a strongly associated cation provides the driving force for interpenetration. Extensive solution 1H NMR binding studies, thermodynamic investigations, and single-crystal X-ray structure determinations reveal that the nature of the halide anion template, strength of the ion-pairing between the anion template and the cationic threading component, and to a lesser extent favorable second sphere pi-pi aromatic stacking interactions between the positively charged threading component and macrocyclic ligand, together with macrocyclic ring size, affect the efficacy of pseudorotaxane formation.
spellingShingle Sambrook, MR
Beer, P
Wisner, J
Paul, R
Cowley, A
Szemes, F
Drew, MG
Anion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size.
title Anion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size.
title_full Anion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size.
title_fullStr Anion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size.
title_full_unstemmed Anion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size.
title_short Anion-templated assembly of pseudorotaxanes: importance of anion template, strength of ion-pair thread association, and macrocycle ring size.
title_sort anion templated assembly of pseudorotaxanes importance of anion template strength of ion pair thread association and macrocycle ring size
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