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^(15)N Nuclear Magnetic Resonance Spectroscopy. Natural Abundance^(15)N NMR of Monosubstituted Indoles

Rosenberg, E. and Williamson, Kenneth L. and Roberts, John D. (1976) ^(15)N Nuclear Magnetic Resonance Spectroscopy. Natural Abundance^(15)N NMR of Monosubstituted Indoles. Organic Magnetic Resonance, 8 (3). pp. 117-119. ISSN 0030-4921. doi:10.1002/mrc.1270080302. https://resolver.caltech.edu/CaltechAUTHORS:20151023-122404246

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Abstract

^(15)N chemical shifts of twenty-four substituted indoles have been determined in natural abundance (in organic solvents) using Fourier transform NMR. The overall chemical shift range is 27 ppm, with groups in the 2-, 3- and 5-ring positions showing the largest substituent effects. Substituents capable of resonance interaction with the indole nitrogen give shifts in the expected directions but they cannot be correlated with known substituent parameters. Compounds measured in DMSO give 0·2 to 10·2 ppm downfield shifts with respect to the same compound measured in CDCl_3. ^(13)C NMR data for previously unreported compounds are also reported.


Item Type:Article
Related URLs:
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http://dx.doi.org/10.1002/mrc.1270080302DOIArticle
http://onlinelibrary.wiley.com/doi/10.1002/mrc.1270080302/abstractPublisherArticle
Additional Information:© 1976 Heyden & Son Ltd. Received 11 April 1975 ; accepted (revised) 2 July 1975. This work was supported by the Public Health Service, Research Grant No. GM-11072, from the Division of General Medical Sciences, and by the National Science Foundation.
Funders:
Funding AgencyGrant Number
U.S. Public Health Service (USPHS)GM-11072
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Caltech Gates and Crellin Laboratories of Chemistry5086
Issue or Number:3
DOI:10.1002/mrc.1270080302
Record Number:CaltechAUTHORS:20151023-122404246
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151023-122404246
Official Citation:Rosenberg, E., Williamson, K. L. and Roberts, J. D. (1976), 15N nuclear magnetic resonance spectroscopy. Natural abundance 15N NMR of monosubstituted indoles. Org. Magn. Reson., 8: 117–119. doi: 10.1002/mrc.1270080302
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61491
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:26 Oct 2015 21:10
Last Modified:10 Nov 2021 22:49

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