Whitesides, George M. and Holtz, David and Roberts, John D. (1964) Nuclear Magnetic Resonance Spectroscopy. The Effect of Structure on Magnetic Nonequivalence Due to Molecular Asymmetry. Journal of the American Chemical Society, 86 (13). pp. 2628-2634. ISSN 0002-7863. doi:10.1021/ja01067a022. https://resolver.caltech.edu/CaltechAUTHORS:20151016-112436493
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Abstract
The difference in chemical shift between the methylene protons of a number of compounds related structurally to 1-phenylethyl benzyl ether has been measured. Correlations between structural features of these compounds and the magnitude of the magnetic nonequivalence induced by the center of molecular asymmetry provide a basis for qualitative identification of the most important factors contributing to the chemical-shift difference. Although it is clear that no single factor Completely determines the magnitude of the methylene proton nonequivalence in these ethers, it is suggested that the proximity of the asymmetric center to the benzyl group results in a preferred conformation of the phenyl ring with respect to the methylene protons, and that the principal contribution to the nonequivalence originates in the magnetic anisotropy of the phenyl group.
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| Additional Information: | © 1964 American Chemical Society. Received February 20, 1964. Supported in part by the Office of Naval Research and the Undergraduate Research Participation Program of the National Science Foundation. | |||||||||
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| Issue or Number: | 13 | |||||||||
| DOI: | 10.1021/ja01067a022 | |||||||||
| Record Number: | CaltechAUTHORS:20151016-112436493 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151016-112436493 | |||||||||
| Official Citation: | Nuclear Magnetic Resonance Spectroscopy. The Effect of Structure on Magnetic Nonequivalence Due to Molecular Asymmetry George M. Whitesides, David. Holtz, and John D. Roberts Journal of the American Chemical Society 1964 86 (13), 2628-2634 DOI: 10.1021/ja01067a022 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 61202 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 16 Oct 2015 21:29 | |||||||||
| Last Modified: | 10 Nov 2021 22:45 |
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