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Issue 4, 2007
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Solution and solid state interplay of isomeric 4′-(pyridyl)-3,2′:6′,3″-terpyridines with p-sulfonatocalix[4]arene

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Abstract

p-Sulfonatocalix[4]arene, 1, forms inclusion complexes with the three isomeric 4′-(pyridyl)-3,2′:6′,3″-terpyridines in acidic aqueous medium. Both 4′-(2-pyridyl)-, 3, and 4′-(3′-pyridyl)-3,2′:6′,3″-terpyridine, 4, form 1 : 1 host–guest complexes in the solid state, in which the terminal 4′-(pyridyl) ring resides in the cavity of the calixarene. In the case of 4′-(4-pyridyl)-3,2′:6′,3″-terpyridine, 5, a molecular capsule is formed in which two calixarenes encapsulate one terpyridine guest molecule, with the terminal pyridine ring being exo to the calixarene cavities. NMR spectroscopy indicates that association between p-sulfonatocalix[4]arene and each terpyridine guest occurs in solution at elevated temperature (333 K) as a prelude to crystallisation of the inclusion complexes.

Graphical abstract: Solution and solid state interplay of isomeric 4′-(pyridyl)-3,2′:6′,3″-terpyridines with p-sulfonatocalix[4]arene

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Article information


Submitted
25 Oct 2006
Accepted
09 Jan 2007
First published
21 Feb 2007

New J. Chem., 2007,31, 535-542
Article type
Paper

Solution and solid state interplay of isomeric 4′-(pyridyl)-3,2′:6′,3″-terpyridines with p-sulfonatocalix[4]arene

C. B. Smith, M. Makha, C. L. Raston and A. N. Sobolev, New J. Chem., 2007, 31, 535
DOI: 10.1039/B615508A

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