Static Protonated and Exchanging Diprotonated Ambivalent Heteroorganic Systems: Hydroxylamines, Acetone Oxime, and Dimethyl Sulfoxide

نویسندگان

  • George A. Olah
  • Daniel J. Donovan
  • Henry C. Lin
  • Herbert Mayr
  • Patricia Andreozzi
  • Gilles Klopman
چکیده

Monoprotonated aliphatic hydroxylamines, acetone oxime, and dimethyl sulfoxide as their fluoroantimonate salts (prepared from the corresponding hydrochloric acid salts) in SbF5-SOzClF (or SOz) solution were studied to determine the site of protonation. Subsequently, diprotonation was also investigated in HSOsF-SbFs (magic acid) solution. From the 'H and 13C NMR data of the static and exchanging species it was possible to determine the site of monoprotonation, as well as an indication of diprotonation. MINDO/3 calculations were also carried out on the parent, mono-, and diprotonated forms of dimethyl sulfoxide. The calculated and experimental results gave good agreement.

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تاریخ انتشار 2001