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Precision studies in supramolecular chemistry : a 1H NMR study of hydroxymethoxyacetophenone/β-cyclodextrin complexes

Fielding, Lee and McKellar, Scott C and Florence, Alastair J (2011) Precision studies in supramolecular chemistry : a 1H NMR study of hydroxymethoxyacetophenone/β-cyclodextrin complexes. Magnetic Resonance in Chemistry, 49 (7). pp. 405-412. ISSN 1097-458X

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Abstract

The association constants for the interactions of 2-hydroxy-4-methoxyacetophenone, 2-hydroxy-5-methoxyacetophenone, 2-hydroxy-6-methoxyacetophenone, 3-hydroxy-4-methoxyacetophenone and 4-hydroxy-3-methoxyacetophenone with β-cyclodextrin in water were measured by (1)H NMR and by isothermal titration calorimetry. Very good agreement was obtained between the different methods. The errors associated with the NMR method for measuring mM binding affinities were estimated to be 10-30%, and by isothermal titration calorimetry, 10-20%. Rotating frame nuclear Overhauser effect spectroscopy studies show that the solution phase host-guest complexes formed by β-cyclodextrin with these hydroxymethoxyacetophenone derivatives are not structurally well defined but that the hydroxymethoxyacetophenone derivatives are mostly associated with the narrow primary hydroxyl rim.

Item type: Article
ID code: 33063
Notes: Copyright © 2011 John Wiley & Sons, Ltd.
Keywords: NMR, 1H NMR, 13C NMR, cyclodextrin, hydroxymethoxyacetophenones, stability constants, Chemistry, Materials Science(all), Chemistry(all)
Subjects: Science > Chemistry
Department: Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences
Technology and Innovation Centre > Continuous Manufacturing and Crystallisation (CMAC)
Related URLs:
Depositing user: Pure Administrator
Date Deposited: 30 Aug 2011 14:00
Last modified: 27 Mar 2014 09:31
URI: http://strathprints.strath.ac.uk/id/eprint/33063

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