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Published October 5, 2015 | public
Journal Article

Nitrogen-15 nuclear magnetic resonance studies of benzenediazonium ions. Effects of solvent, substituent, anion, and 18-crown-6

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.

Additional Information

© 1982 American Chemical Society. Received December 1, 1981. Supported by the National Science Foundation. (b) IBM Graduate Fellow, 1979-1980.

Additional details

Created:
August 19, 2023
Modified:
October 24, 2023