Published May 1, 1979 | Version public
Journal Article

Nitrogen-15 nuclear magnetic resonance spectroscopy. Effects of hydrogen bonding and protonation on nitrogen chemical shifts of pyrazoles

Abstract

The ^(15)N chemical shifts of pyrazole, N-methylpyrazole, 3-methyl- and 3,5-dimethylpyrazoles, and indazole have been measured as a function of solvent and acidity of the medium. Hydrogen bonding and protonation result in upfield shifts of both the pyridine- and pyrrole-type nitrogen resonances of these substances with the effect being larger a t the pyridine-type nitrogens. The protonation shifts far exceed those resulting from hydrogen bonding.

Additional Information

© 1979 American Chemical Society. Received September 5, 1978. 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

Identifiers

Eprint ID
60859
DOI
10.1021/jo01325a003
Resolver ID
CaltechAUTHORS:20151007-093102214

Funding

NSF
U.S. Public Health Service (USPHS)
GM-11072

Dates

Created
2015-10-07
Created from EPrint's datestamp field
Updated
2021-11-10
Created from EPrint's last_modified field

Caltech Custom Metadata

Other Numbering System Name
Caltech Gates and Crellin Laboratories of Chemistry
Other Numbering System Identifier
5874