Published October 1, 1979
| public
Journal Article
Nitrogen-15 nuclear magnetic resonance spectroscopy. Effects of hydrogen bonding and protonation on nitrogen chemical shifts in imidazoles
- Creators
- Schuster, Ingeborg I.
- Roberts, John D.
Abstract
The ^(15)N chemical shifts of imidazoles, N-methylimidazole and 4-methylimidazole, have been measured in acidic and neutral nonaqueous media. Both hydrogen bonding and protonation of the imidazoles result in upfield shifts of the average of the nitrogen resonances, but the magnitudes of the protonation shifts far exceed those associated with hydrogen bonding. The less-than-normal shifts of the imidazolium ions in nonaqueous media suggest ion-pair formation resulting from interion hydrogen bonding. Such effects diminish in solvents of higher dielectric constant and greater solvating power for salts.
Additional Information
© 1979 American Chemical Society. Received May 8, 1979. Supported by the National Science Foundation and by the Public Health Service, Research Grant No. GM-11072 from the Division of General Medical Sciences.Additional details
- Eprint ID
- 60857
- Resolver ID
- CaltechAUTHORS:20151007-093101318
- NSF
- GM-11072
- U.S. Public Health Service (USPHS)
- Created
-
2015-10-07Created from EPrint's datestamp field
- Updated
-
2021-11-10Created from EPrint's last_modified field
- Other Numbering System Name
- Caltech Gates and Crellin Laboratories of Chemistry
- Other Numbering System Identifier
- 5813