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Carbon-13 Magnetic Resonance Studies of Azoles. Tautomerism, Shift Reagent Effects, and Solvent Effects

Elguero, Jose and Marzin, Claude and Roberts, John D. (1974) Carbon-13 Magnetic Resonance Studies of Azoles. Tautomerism, Shift Reagent Effects, and Solvent Effects. Journal of Organic Chemistry, 39 (3). pp. 357-363. ISSN 0022-3263. doi:10.1021/jo00917a017. https://resolver.caltech.edu/CaltechAUTHORS:20151008-153201930

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Abstract

The effects of substitution, lanthanide-shift reagents, solvent changes, and tautomerism were investigated on the ^(13)C chemical shifts of pyrrole, pyrazole, imidazole, s- and v-triazole, and tetrazole. It was concluded that ^(13)C chemical shifts are of limited value to ascertain the positions of tautomeric equilibrium for rapidly interconverting azole tautomers.


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http://dx.doi.org/10.1021/jo00917a017DOIArticle
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Additional Information:© 1974 American Chemical Society. Received August 24, 1973. This work is the 11th publication in the series "Nmr Studies of Heterocyclic Compounds." For previous papers in this series, see ref 50. The part of this research done at the California Institute of Technology was supported by the National Science Foundation. Université des Sciences et Techniques du Languedoc. California Institute of Technology.
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Caltech Gates and Crellin Laboratories of Chemistry4732
Issue or Number:3
DOI:10.1021/jo00917a017
Record Number:CaltechAUTHORS:20151008-153201930
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151008-153201930
Official Citation:Carbon-13 magnetic resonance studies of azoles. Tautomerism, shift reagent effects, and solvent effects Jose Elguero, Claude Marzin, and John D. Roberts The Journal of Organic Chemistry 1974 39 (3), 357-363 DOI: 10.1021/jo00917a017
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60933
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:10 Oct 2015 11:57
Last Modified:10 Nov 2021 22:41

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