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New J. Chem., 2007, 31, 535 - 542, DOI: 10.1039/b615508a
Solution and solid state interplay of isomeric 4
-(pyridyl)-3,2:6,3
-terpyridines with p-sulfonatocalix[4]areneChristopher B. Smith, Mohamed Makha, Colin L. Raston and Alexandre N. Sobolev
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.
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