Title
Chromophore formation in resorcinarene solutions and the visual detection of mono- and oligosaccharides
Document Type
Article
Publication Date
5-8-2002
Abstract
The colorimetric properties of resorcinarene solutions had not been investigated since Baeyer's initial synthesis. We recently reported that solutions containing resorcinarene macrocycles develop color upon heating or standing. In the presence of saccharides, these solutions exhibit significant color changes which are easily seen. We herein present strong evidence that the solution color is due to macrocycle ring opening and oxidation. The optical responses to saccharides are due to complexation of the sugar with the acyclic chromophores. We apply these mechanistic insights toward the challenging problem of the visual detection of neutral oligosaccharides by simple chromogens. In addition, we also report the first single-crystal X-ray crystal structure determination of a rarely observed "diamond" resorcinarene stereoisomer.
Publication Source (Journal or Book title)
Journal of the American Chemical Society
First Page
5000
Last Page
9
Recommended Citation
He, M., Johnson, R. J., Escobedo, J. O., Beck, P. A., Kim, K. K., St Luce, N. N., Davis, C. J., Lewis, P. T., Fronczek, F. R., Melancon, B. J., Mrse, A. A., Treleaven, W. D., & Strongin, R. M. (2002). Chromophore formation in resorcinarene solutions and the visual detection of mono- and oligosaccharides. Journal of the American Chemical Society, 124 (18), 5000-9. https://doi.org/10.1021/ja017713h