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Molecular engineering. Part 9: Enhanced binding ability and selectivity of C-2v cavitands
- Issue Date
- 29-Nov-2004
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- cavitand; selectivity; carceroisomerism
- Citation
- TETRAHEDRON LETTERS, v.45, no.49, pp.9119 - 9122
- Journal Title
- TETRAHEDRON LETTERS
- Volume
- 45
- Number
- 49
- Start Page
- 9119
- End Page
- 9122
- ISSN
- 0040-4039
- Abstract
- Two new C-2v cavitands with protective side chains were synthesized and their binding properties for small molecules were studied. Cavitand 7 having benzyl side chains binds ethanol most strongly with K-a = 1508 M-1 at 20degreesC in CDCl3, which was driven entropically. Cavitand 8 having coumarinyl side chains showed weaker binding due to its steric hindrance. H-1 NMR spectra show that carceroisomers of ethanol or acetonitrile@cavitand 7 exist in 3:1 ratio at 20degreesC. The binding tendencies of the guest molecules were increased in nonpolar solvent media. (C) 2004 Elsevier Ltd. All rights reserved.
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Related Researcher
- Paek, Kyung soo
- College of Natural Sciences (Department of Chemistry)