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Fascination with the Conformational Analysis of Succinic Acid, as Evaluated by NMR Spectroscopy, and Why

Roberts, John D. (2006) Fascination with the Conformational Analysis of Succinic Acid, as Evaluated by NMR Spectroscopy, and Why. Accounts of Chemical Research, 39 (12). pp. 889-896. ISSN 0001-4842. http://resolver.caltech.edu/CaltechAUTHORS:20150930-125951566

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Abstract

A serendipitous effort to use NMR spectroscopy to determine the conformational preferences of succinate monoanion opened a Pandora's box of unexpected uncertainties as to what influences such preferences of succinic acid in its various ionization states, not only in water but also in other less polar protic solvents, as well as a range of aprotic solvents. The dianion in aprotic solvents shows substantial gauche preferences, which give the appearance of violating Coulomb's law.


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http://dx.doi.org/10.1021/ar050229pDOIArticle
http://pubs.acs.org/doi/abs/10.1021/ar050229pPublisherArticle
Additional Information:© 2006 American Chemical Society. Received February 17, 2006. Publication Date (Web): October 17, 2006. I am very grateful for the many undergraduate students, technicians, and postdoctoral scholars who have contributed to the research summarized here, as well the generous financial support provided for the work by the Petroleum Research Fund administered by the American Chemical Society, the National Science Foundation (Grants CHE-0104273 and CHE-0543620), the Summer Undergraduate Research Fellowship Program (SURF) at the California Institute of Technology, the Senior Scientist Mentor Program of the Camille and Henry Dreyfus Foundation, the E. I. du Pont Company, Merck and Company, Dr. & Mrs. Chester M. McCloskey, and Edith M. Roberts.
Funders:
Funding AgencyGrant Number
American Chemical Society Petroleum Research FundUNSPECIFIED
NSFCHE-0104273
NSFCHE-0543620
Caltech Summer Undergraduate Research Fellowship (SURF)UNSPECIFIED
Camille and Henry Dreyfus FoundationUNSPECIFIED
E. I. Du Pont CompanyUNSPECIFIED
Merck and CompanyUNSPECIFIED
Dr. and Mrs. Chester M. McCloskeyUNSPECIFIED
Edith M. RobertsUNSPECIFIED
Record Number:CaltechAUTHORS:20150930-125951566
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20150930-125951566
Official Citation:Fascination with the Conformational Analysis of Succinic Acid, as Evaluated by NMR Spectroscopy, and Why John D. Roberts Accounts of Chemical Research 2006 39 (12), 889-896 DOI: 10.1021/ar050229p
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60611
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:01 Oct 2015 17:34
Last Modified:01 Oct 2015 17:34

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