Kinetics and mechanism of aminium salt-initiated cycloadditions

Nicolas J. Saettel, Olaf Wiest, Daniel A. Singleton, and Matthew P. Meyer .... Dan W. Reynolds , Bijan Harirchian , Huh-Sun Chiou , B. Kaye Marsh , Na...
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J . Am. Chem. Soc. 1987, 109, 1157-1 160

Kinetics and Mechanism of Aminium Salt Initiated Cycloadditions Kurt T. Lorenz and Nathan L. Bauld* Contribution from the Department of Chemistry, University of Texas, Austin, Texas 7871 2. Received March 1 1 , 1986, Revised Manuscript Received October 27, 1986

Abstract: The kinetics of aminium salt initiated cycloadditions has been studied and the previously proposed cation-radical chain mechanism verified. Temperature-dependence studies have provided the first experimental measurements of activation parameters for cation radical/neutral cycloadditions. Consistent with-theoreticalcalculations,these reactions have extraordinarily low (