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Nuclear Magnetic Resonance Spectroscopy. Ring Inversion in y,y-Difluoro-є-caprolactone and y,y-Difluoro-є-caprolactam

Noe, Eric A. and Roberts, John D. (1971) Nuclear Magnetic Resonance Spectroscopy. Ring Inversion in y,y-Difluoro-є-caprolactone and y,y-Difluoro-є-caprolactam. Journal of the American Chemical Society, 93 (26). pp. 7261-7265. ISSN 0002-7863. doi:10.1021/ja00755a023. https://resolver.caltech.edu/CaltechAUTHORS:20151012-133435797

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Abstract

Fluorine magnetic resonance spectroscopy has been used to determine the rates of ring inversion of y,y-difluoro-є-caprolactone and y,y-difluoro-є-waprolactam. Free energies of activation of 10.0 and 10.4 kcal/mol at - 53º were found for the lactone and lactam, respectively. The nmr spectra for both compounds were best interpreted in terms of the chair conformation.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja00755a023DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00755a023PublisherArticle
Additional Information:© 1971 American Chemical Society. Received April 28, 1971. Supported by the National Science Foundation. National Science Foundation Summer Fellow, 1966 and 1968; National Defense Education Act Trainee, 1968-1969.
Funders:
Funding AgencyGrant Number
NSFUNSPECIFIED
NSF Summer FellowUNSPECIFIED
National Defense Education Act TraineeUNSPECIFIED
Other Numbering System:
Other Numbering System NameOther Numbering System ID
Caltech Gates and Crellin Laboratories4244
Issue or Number:26
DOI:10.1021/ja00755a023
Record Number:CaltechAUTHORS:20151012-133435797
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151012-133435797
Official Citation:Nuclear magnetic resonance spectroscopy. Ring inversion in .gamma.,.gamma.-difluoro-.epsilon.-caprolactone and .gamma.,.gamma.-difluoro-.epsilon.-caprolactam Eric A. Noe and John D. Roberts Journal of the American Chemical Society 1971 93 (26), 7261-7265 DOI: 10.1021/ja00755a023
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60983
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:15 Oct 2015 04:18
Last Modified:10 Nov 2021 22:42

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