Conformational equilibria of N,N-dimethylsuccinamic acid and its lithium salt as a function of solvent.
The conformational preferences of N,N-dimethylsuccinamic acid and its Li(+) salt were estimated by comparing the respective experimental NMR vicinal proton-proton coupling constants to semiempirical coupling constants for each staggered conformer as derived by the Haasnoot-De Leeuw-Altona method. The strong gauche preferences for the Li(+) salts clearly depended more on the solvents' hydrogen-bond donating strength (α) than on their hydrogen-bond accepting (β) counterpart, where α and β are the corresponding Kamlet-Taft parameters.
Gates and Crellin Laboratories of Chemistry, California Institute of Technology, Pasadena, California 91125, United States.
Albert Tianxiang
AT
Liu
Bright U
BU
Emenike
William R
WR
Carroll
John D
JD
Roberts
D006860:Hydrogen Bonding; D008094:Lithium / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008968:Molecular Conformation; D013386:Succinates / Q000737:chemistry*
D013386:Succinates; C581822:N,N-dimethylsuccinamic acid; D008094:Lithium