Nuclear Magnetic Resonance Studies of Sulfur Compounds. III. The Substituent and Solvent Effect on Magnetic Nonequivalence of the Methylene Protons of Phenyl Phenacyl and Phenyl Benzyl Sulfoxides
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The magnetic nonequivalences between the ceminal protons of phenyl phenacyl sulfoxides and phenyl benzyl sulfoxides have been measured in a variety of solvents. A clear correlation observed between the electron withdrawal power of substituent and V_A-V_B is discussed by considering the geometry of these protons with respect to the S-O bond. It is suggested that reaction field effects, specific solvent-solute interactions, as well as the electronic character of substituents are responsible for the observed change in magnetic nonequivalence. It is also suggested that, by a careful consideration of solvent effects, it is possible to make an assignment of these protons, a method for which has not hitherto been proposed for acyclic systems.
- 公益社団法人日本薬学会の論文
- 1969-02-25
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