Kemp's triacid attached to octa-O-methyl resorc[4]arenes: conformations in solution and comparative binding studies with various 2-amino pyridines

Stoll I, Mix A, Rozhenko AB, Neumann B, Stammler H-G, Mattay J (2008)
TETRAHEDRON 64(17): 3813-3825.

Journal Article | Published | English

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Abstract
We synthesized the new supramolecular host molecules 7 and 13 based on functionalized resorcarenes bearing Kemp's triacid. Conformations in solution have been investigated and the influence of intra-and intermolecular hydrogen bonds from the triacid was shown by low temperature and DOSY NMR experiments. The results of host 7 are supported by DFT calculations. The binding behaviour of 7 towards different 2-amino pyridincs in chloroform has been investigated by NMR titrations. The association constants reach from K 207 M-1 for 2-amino-5-cyano pyridine to K=1551 M-1 for 2-amino-4-methyl pyridine. The association constants of the formed complexes of 7 with 2-amino pyridines were compared with those of the simple host systems 14 and 15 in order to evaluate the influence of the attached resorcarene host. (c) 2008 Elsevier Ltd. All rights reserved.
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Stoll I, Mix A, Rozhenko AB, Neumann B, Stammler H-G, Mattay J. Kemp's triacid attached to octa-O-methyl resorc[4]arenes: conformations in solution and comparative binding studies with various 2-amino pyridines. TETRAHEDRON. 2008;64(17):3813-3825.
Stoll, I., Mix, A., Rozhenko, A. B., Neumann, B., Stammler, H. - G., & Mattay, J. (2008). Kemp's triacid attached to octa-O-methyl resorc[4]arenes: conformations in solution and comparative binding studies with various 2-amino pyridines. TETRAHEDRON, 64(17), 3813-3825.
Stoll, I., Mix, A., Rozhenko, A. B., Neumann, B., Stammler, H. - G., and Mattay, J. (2008). Kemp's triacid attached to octa-O-methyl resorc[4]arenes: conformations in solution and comparative binding studies with various 2-amino pyridines. TETRAHEDRON 64, 3813-3825.
Stoll, I., et al., 2008. Kemp's triacid attached to octa-O-methyl resorc[4]arenes: conformations in solution and comparative binding studies with various 2-amino pyridines. TETRAHEDRON, 64(17), p 3813-3825.
I. Stoll, et al., “Kemp's triacid attached to octa-O-methyl resorc[4]arenes: conformations in solution and comparative binding studies with various 2-amino pyridines”, TETRAHEDRON, vol. 64, 2008, pp. 3813-3825.
Stoll, I., Mix, A., Rozhenko, A.B., Neumann, B., Stammler, H.-G., Mattay, J.: Kemp's triacid attached to octa-O-methyl resorc[4]arenes: conformations in solution and comparative binding studies with various 2-amino pyridines. TETRAHEDRON. 64, 3813-3825 (2008).
Stoll, Ion, Mix, Andreas, Rozhenko, Alexander B., Neumann, Beate, Stammler, Hans-Georg, and Mattay, Jochen. “Kemp's triacid attached to octa-O-methyl resorc[4]arenes: conformations in solution and comparative binding studies with various 2-amino pyridines”. TETRAHEDRON 64.17 (2008): 3813-3825.
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