Selective binding of imidazolium cations in building multi-component layers
Addition of 1-alky1-3-methyl-imidazolium (C(n)-mim) cations 3-5 to a mixture of his-phosphonium cation 2 and sodium p-sulfonatocalix[4]larene (I) in the presence of lanthanide ions results in the selective binding of an imidazolium cation into the cavity of the calixarene. The result is a multi-laye...
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my.um.eprints.153572015-12-28T12:52:56Z http://eprints.um.edu.my/15357/ Selective binding of imidazolium cations in building multi-component layers Ling, I. Alias, Y. Sobolev, A.N. Byrne, L.T. Raston, C.L. Q Science (General) Addition of 1-alky1-3-methyl-imidazolium (C(n)-mim) cations 3-5 to a mixture of his-phosphonium cation 2 and sodium p-sulfonatocalix[4]larene (I) in the presence of lanthanide ions results in the selective binding of an imidazolium cation into the cavity of the calixarene. The result is a multi-layered solid material with an inherently flexible interplay of the components. Incorporating ethyl-, n-butyl- or n-hexyl-mim cations into the multi-layers results in significant perturbation of the structure, the most striking effect is the tilting of the plane of the bowl-shaped calixarene relative to the plane of the multi-layer, with tilt angles of 7.2, 28.9 and 65.5 degrees, respectively. The lanthanide ions facilitate complexation. but are not incorporated into the structures and, in all cases, the calixarene takes on a 5 charge, with one of the lower-rim phenolic groups deprotonated. ROESY NMR experiments and other (1)H NMR spectroscopy studies establish the formation of 1:1 supermolecules of C(n)-mim and calixarene. regardless of the ratio of the two components, and indicate that the supermolecules undergo rapid exchange on the NMR spectroscopy timescale. Wiley-Blackwell 2010 Article PeerReviewed Ling, I. and Alias, Y. and Sobolev, A.N. and Byrne, L.T. and Raston, C.L. (2010) Selective binding of imidazolium cations in building multi-component layers. Chemistry-A European Journal, 16 (23). pp. 6973-6982. |
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Q Science (General) Ling, I. Alias, Y. Sobolev, A.N. Byrne, L.T. Raston, C.L. Selective binding of imidazolium cations in building multi-component layers |
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Addition of 1-alky1-3-methyl-imidazolium (C(n)-mim) cations 3-5 to a mixture of his-phosphonium cation 2 and sodium p-sulfonatocalix[4]larene (I) in the presence of lanthanide ions results in the selective binding of an imidazolium cation into the cavity of the calixarene. The result is a multi-layered solid material with an inherently flexible interplay of the components. Incorporating ethyl-, n-butyl- or n-hexyl-mim cations into the multi-layers results in significant perturbation of the structure, the most striking effect is the tilting of the plane of the bowl-shaped calixarene relative to the plane of the multi-layer, with tilt angles of 7.2, 28.9 and 65.5 degrees, respectively. The lanthanide ions facilitate complexation. but are not incorporated into the structures and, in all cases, the calixarene takes on a 5 charge, with one of the lower-rim phenolic groups deprotonated. ROESY NMR experiments and other (1)H NMR spectroscopy studies establish the formation of 1:1 supermolecules of C(n)-mim and calixarene. regardless of the ratio of the two components, and indicate that the supermolecules undergo rapid exchange on the NMR spectroscopy timescale. |
format |
Article |
author |
Ling, I. Alias, Y. Sobolev, A.N. Byrne, L.T. Raston, C.L. |
author_facet |
Ling, I. Alias, Y. Sobolev, A.N. Byrne, L.T. Raston, C.L. |
author_sort |
Ling, I. |
title |
Selective binding of imidazolium cations in building multi-component layers |
title_short |
Selective binding of imidazolium cations in building multi-component layers |
title_full |
Selective binding of imidazolium cations in building multi-component layers |
title_fullStr |
Selective binding of imidazolium cations in building multi-component layers |
title_full_unstemmed |
Selective binding of imidazolium cations in building multi-component layers |
title_sort |
selective binding of imidazolium cations in building multi-component layers |
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Wiley-Blackwell |
publishDate |
2010 |
url |
http://eprints.um.edu.my/15357/ |
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1643690037334769664 |