The effect of the α-cyano moiety on neighboring group participation by the cyclopropyl group |
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Authors: | Paul G. Gassman John J. Talley |
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Affiliation: | Department of Chemistry, University of Minnesota Minneapolis, Minnesota 55455 U.S.A. |
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Abstract: | H/α-CN rate ratios have been derived for the solvolysis of sulfonate esters of endo-tricyclo[3.2.1.02,4]octan-anti-8-ol and tricyclo[2.2.1.02,6]heptan-3-ol. The role of the α-cyano moiety in the stabilization of highly delocalized cations has been evaluated. |
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