Catalytic Racemization of Activated Organic Azides
Amy A Ott1, Joseph J Topczewski1
1Department of Chemistry , University of Minnesota Twin Cities , Minneapolis , Minnesota 55455 , United States.
Abstract:
The first detailed description of the catalytic racemization of activated benzylic and allylic azides under mild conditions is reported. A kinetic analysis of the observed racemization indicates a first-order dependence on azide, a first-order dependence on catalyst, and that the rate of racemization correlates to σ+. A variety of azides with varying substitution patterns undergo facile racemization, and catalyst selection can tune this process.
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