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Nmr Isotope Shifts in the 2-Methyl-2-Bicyclo[2.1.1]Hexyl Cation and Related Systems†

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image of Research on Chemical Intermediates

NMR isotope shifts at 13C nuclei due to deuteriation in the 2-methyl-2-bicyclo[2.1.1]hexyl cation are reported. Comparisons are made to the 2-methyl-2-bicyclo[2.2.1]heptyl and 2-methyl-2-bicyclo[2.2.2]octyl cations, and also to neutral molecules containing the bicyclo[2.1.1 ]hexyl framework. The combination of isotope effects with temperature dependence of 13C chemical shifts allows predictions of the shapes of the energy surfaces along the bending coordinate corresponding to bridging in these cations.

Affiliations: 1: Department of Chemistry, Northeastern University, Boston, MA 02115


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