Casewit, Carla and Roberts, John D. and Bartsch, Richard A. (1982) Nitrogen-15 nuclear magnetic resonance studies of benzenediazonium ions. Effects of solvent, substituent, anion, and 18-crown-6. Journal of Organic Chemistry, 47 (15). pp. 2875-2878. ISSN 0022-3263. https://resolver.caltech.edu/CaltechAUTHORS:20151005-113555474
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Abstract
Effects of solvent change on the ^(15)N resonance positions for p-n-butylbenzenediazonium tetrafluoroborate are small. In contrast, the influence of substituents on the ^(15)N chemical shifts for para-substituted benzenediazonium tetrafluoroboratea in acetonitrile are relatively large. For the p-n-butylbenzenediazonium cation in dichloromethane, replacement of the tetrafluoroborate anion by chloride produces small downfield shifts of the ^(15)N resonance positions for both nitrogens. Complexation of benzenediazonium tetrafluoroborates by 18-crown-6 in N,V-dimethylformamide induces relatively large changes in the ^(15)N chemical shifts. Attempts to detect crown ether complexation of other species with diazonium-like termini by ^(15)N NMR were unsuccessful.
Item Type: | Article | |||||||||
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Additional Information: | © 1982 American Chemical Society. Received December 1, 1981. Supported by the National Science Foundation. (b) IBM Graduate Fellow, 1979-1980. | |||||||||
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Issue or Number: | 15 | |||||||||
Record Number: | CaltechAUTHORS:20151005-113555474 | |||||||||
Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151005-113555474 | |||||||||
Official Citation: | Nitrogen-15 nuclear magnetic resonance studies of benzenediazonium ions. Effects of solvent, substituent, anion, and 18-crown-6 Carla Casewit, John D. Roberts, and Richard A. Bartsch The Journal of Organic Chemistry 1982 47 (15), 2875-2878 DOI: 10.1021/jo00136a012 | |||||||||
Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
ID Code: | 60760 | |||||||||
Collection: | CaltechAUTHORS | |||||||||
Deposited By: | Ruth Sustaita | |||||||||
Deposited On: | 05 Oct 2015 21:50 | |||||||||
Last Modified: | 03 Oct 2019 09:00 |
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