Carbon-13-proton coupling constants in carbocations. 4. Conformations of internal cyclopropylcarbinyl cations (benzobicyclo [4.1. 0] heptyl cations) and their …

DP Kelly, DR Leslie, BD Smith

Index: Kelly,D.P.; Leslie,D.R.; Smith,B.D. Journal of the American Chemical Society, 1984 , vol. 106, p. 687

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Citation Number: 28

Abstract

Abstract: Ionizations of 2-substituted l, l-dimethyl-3, 4-methano-1, 2, 3, 4- tetrahydronaphthalen-2-ols(8)(3, 3-dimethylbenzobicyclo [4.1. O] heptan-2-ols) in FS03H/S02CIF at-1 30 OC do not yield the corresponding 2-cations but benzylic (4-) cations 10 as a result of cyclopropylcarbinyl~ yclopropylcarbinyl rearrangements. At higher temperatures, 10a and 10b undergo a further series of rearrangements to yield ultimately ...