High Precision Measurement of Isotope Effects on Noncovalent Host-Guest Interactions

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Isotope effects (IEs) are a powerful tool for examining the reactivity of, and interactions between, molecules. Recently, secondary IEs have been used to probe the nature of noncovalent interactions between guest and host molecules in supramolecular systems. While these studies can provide valuable insight into the specific interactions governing guest recognition and binding properties, IEs on noncovalent interactions are often very small and difficult to measure precisely. The Perrin group has developed an NMR titration method capable of determining ratios of equilibrium constants with remarkable precision. They have used this technique to study small, secondary equilibrium isotope effects (EIEs) on ... continued below

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Mugridge, Jeffrey S.; Bergman, Robert G. & Raymond, Kenneth N. June 23, 2009.

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Isotope effects (IEs) are a powerful tool for examining the reactivity of, and interactions between, molecules. Recently, secondary IEs have been used to probe the nature of noncovalent interactions between guest and host molecules in supramolecular systems. While these studies can provide valuable insight into the specific interactions governing guest recognition and binding properties, IEs on noncovalent interactions are often very small and difficult to measure precisely. The Perrin group has developed an NMR titration method capable of determining ratios of equilibrium constants with remarkable precision. They have used this technique to study small, secondary equilibrium isotope effects (EIEs) on the acidity of carboxylic acids and phenols and on the basicity of amines, measuring differences down to thousandths of a pK{sub a} unit. It occurred to us that this titration method can in principle measure relative equilibrium constants for any process which is fast on the NMR timescale and for which the species under comparison are distinguishable by NMR. Here we report the application of this method to measure very small EIEs on noncovalent host-guest interactions in a supramolecular system.

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  • Journal Name: Journal of the American Chemical Society; Journal Volume: 132; Related Information: Journal Publication Date: 2011

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  • Report No.: LBNL-3416E
  • Grant Number: DE-AC02-05CH11231
  • Office of Scientific & Technical Information Report Number: 1001080
  • Archival Resource Key: ark:/67531/metadc832869

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Office of Scientific & Technical Information Technical Reports

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  • June 23, 2009

Added to The UNT Digital Library

  • May 19, 2016, 3:16 p.m.

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  • July 26, 2016, 5:43 p.m.

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Mugridge, Jeffrey S.; Bergman, Robert G. & Raymond, Kenneth N. High Precision Measurement of Isotope Effects on Noncovalent Host-Guest Interactions, article, June 23, 2009; Berkeley, California. (digital.library.unt.edu/ark:/67531/metadc832869/: accessed October 20, 2018), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT Libraries Government Documents Department.