Skip to main content
Article
Conformationally Flexible Arylethynyl Bis-Urea Receptors Bind Disparate Oxoanions with Similar, High Affinities
Chemical Communications (2018)
  • Lisa M. Eytel, University of Oregon
  • Alexander C. Brueckner, University of Oregon
  • Jessica A. Lohrman, University of Oregon
  • Michael M. Haley, University of Oregon
  • Paul H.-Y. Cheong, Oregon State University
  • Darren W. Johnson, University of Oregon
Abstract
Conformationally flexible hosts with relatively small binding pockets are seldom shown to bind oxoanions preferentially over other guests. Herein, we disclose the binding of diprotic, monoprotic, and aprotic tetrahedral oxoanions with three different pyridylethynyl bis-urea scaffolds. In less polar solvent, the trend in association constants appears to be heavily influenced by solvation and entropic effects. However, in a more polar solvent, the trend in association constants matches that of the pK<sub>a</sub> of the conjugate acid of the anionic guest, as expected for H-bond donating hosts.
Disciplines
Publication Date
December 7, 2018
DOI
10.1039/C8CC07301E
Citation Information
Lisa M. Eytel, Alexander C. Brueckner, Jessica A. Lohrman, Michael M. Haley, et al.. "Conformationally Flexible Arylethynyl Bis-Urea Receptors Bind Disparate Oxoanions with Similar, High Affinities" Chemical Communications Vol. 54 Iss. 94 (2018) p. 13208 - 13211
Available at: http://works.bepress.com/lisa-eytel/8/