SOLUTIONS OF DIISOPROPYLETHYLAMINE AND SU LFUR-DIOXIDE .1. SOURCE OF SO2-CENTER-DOT AND SULFOXYLATE ANION

Ultraviolet-visible, NMR and ESR spectra have been obtained for soluti ons of diisopropylethylamine and sulfur dioxide in N,N-dimethylacetami de and acetonitrile. In N,N-dimethylacetamide, sulfur dioxide reacts s lowly with the amine at room temperature via a charge transfer complex to give a reduced species of sulfur dioxide, SO2-. In acetonitrile, t he reaction is very rapid. In both solvents, it is shown that HSO2- an d two enamines are formed at 80 degrees C. HSO2- or SO2-. can be trapp ed with benzyl bromide to give sulfone.