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Published December 4, 2008 | public
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Determination of the Dihedral Angle of the Monoanion of Succinic Acid in Aprotic Media

Smith, Albert A.
Drake, Michael D.
Rahim, Andres K.
Roberts, John D.
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Abstract

A value of 74(±4)° was determined from NMR-observed dipolar couplings for the rotational dihedral angle of the monosuccinate anion in an aprotic liquid-crystal solution of the gauche conformation of tetraoctylammonium monosuccinate. This value is in reasonable agreement with other, somewhat less definitive, evidence gleaned from isotropic vicinal proton−proton couplings of the essentially completely gauche preference of the monosuccinate anion in tert-butyl alcohol and aprotic solvents, such as DMSO and THF, and quantum computations for the monoanion in THF.

Additional Information

Copyright © 2008 American Chemical Society. Received: February 14, 2008; Revised Manuscript Received: September 16, 2008. Publication Date (Web): October 30, 2008. This research was supported by the National Science Foundation under Grant No. CHE-0543620. Acknowledgement is also made to the Summer Undergraduate Research Fellowship Program (SURF) at the California Institute of Technology, which provided a Howard Hughes Medical Institute Fellowship to A.A.S., and the Senior Scientist Mentor Program of the Camille and Henry Dreyfus Foundation. In addition, we are indebted to Merck & Company, Dr. and Mrs. Chester M. McCloskey, Dr. David J. Mathre, and Edith M. Roberts for their helpful financial assistance for funding of this area of our research.

Additional details

Identifiers Funding Dates
Created:
August 20, 2023
Modified:
October 17, 2023