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Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Spectra of Five-Membered Aromatic Heterocycles

Weigert, Frank J. and Roberts, John D. (1968) Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Spectra of Five-Membered Aromatic Heterocycles. Journal of the American Chemical Society, 90 (13). pp. 3543-3549. ISSN 0002-7863. doi:10.1021/ja01015a045.

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High-resolution ^(13)C nmr spectra have been obtained for the five-membered nitrogen heterocycles and for furan, thiophene, and selenophene. All possible carbon-proton coupling constants have been observed and assigned to the proper protons. The chemical shifts and coupling constants are discussed both empirically and with respect to extended Hückel calculations. The chemical shifts follow variations in the local charge densities and the long-range carbon-proton coupling constants may be correlated with geometrically corresponding carbon-proton and proton-proton coupling constants in substituted ethylenes. Extended Hückel calculations seem uniformly poor in correlating spin-spin coupling constants in these systems.

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Additional Information:© 1968 American Chemical Society. Received December 15, 1967. Supported in part by the U. S. Public Health Service, Research Grant 11072-04 from the Division of General Medical Sciences, and in part by the National Science Foundation. National Science Foundation Predoctoral Fellow, 1965-1968.
Funding AgencyGrant Number
U.S. Public Health Service (USPHS)11072-04
NSF Predoctoral FellowshipUNSPECIFIED
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Caltech Gates and Crellin Laboratories of Chemistry3622
Issue or Number:13
Record Number:CaltechAUTHORS:20151014-144939551
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Official Citation:Nuclear magnetic resonance spectroscopy. Carbon-13 spectra of five-membered aromatic heterocycles Frank J. Weigert and John D. Roberts Journal of the American Chemical Society 1968 90 (13), 3543-3549 DOI: 10.1021/ja01015a045
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61108
Deposited By: Ruth Sustaita
Deposited On:15 Oct 2015 20:36
Last Modified:10 Nov 2021 22:44

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