Dyllick-Brenzinger, Rainer and Roberts, John D. (1980) Chiral Recognition by ^(15)N NMR Spectroscopy. 8-Benzyl-5,6,7,8-tetrahydroquinoline. Journal of the American Chemical Society, 102 (3). pp. 1166-1167. ISSN 0002-7863. doi:10.1021/ja00523a045. https://resolver.caltech.edu/CaltechAUTHORS:20151007-073139909
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Abstract
Chiral recognition through diastereomeric complex formation with optically active solvents or solutes and detected by chemical-shift differences in ^1H or ^(19)FNMR spectroscopy has many applications, including for the determination of absolute configurations. The NMR shift differences observed in many chiral recognition experiments are not large and, because the reported changes of ^(15)N chemical shifts of pyridine-type nitrogens on hydrogen-bond formation and protonation are, respectively, usually 15-30 and ~100 ppm, it seemed possible that differential complexation between an optically active proton donor and the separate enantiomers of chiral pyridine derivatives might lead to substantial ^(15)N chemical-shift differences.
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| Alternate Title: | Chiral recognition by nitrogen-15 NMR spectroscopy. 8-Benzyl-5,6,7,8-tetrahydroquinoline | |||||||||
| Additional Information: | © 1980 American Chemical Society. Received August 20, 1979. Supported by the National Science Foundation and by the Public Health Service, Research Grant No. GM-11072 from the Division of General Medical Sciences. | |||||||||
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| Issue or Number: | 3 | |||||||||
| DOI: | 10.1021/ja00523a045 | |||||||||
| Record Number: | CaltechAUTHORS:20151007-073139909 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151007-073139909 | |||||||||
| Official Citation: | Chiral recognition by nitrogen-15 NMR spectroscopy. 8-Benzyl-5,6,7,8-tetrahydroquinoline Rainer Dyllick-Brenzinger and John D. Roberts Journal of the American Chemical Society 1980 102 (3), 1166-1167 DOI: 10.1021/ja00523a045 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 60831 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 07 Oct 2015 15:07 | |||||||||
| Last Modified: | 10 Nov 2021 22:40 |
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