Journal article

A study of the reactions of 2-aryl-3, 3-dimethylbicyclo[2, 2, 1]heptan-2-ols with acid

JM Coxon, PM Pojer, PJ Steel, ID Rae, AJ Jones

Australian Journal of Chemistry | Published : 1978

Abstract

The 13C and 1H N.M.R. spectra of a series of 2-aryl-3,3- dimethylbicyclo[2,2,1]hept-2-yl cations generated in strong acid at low temperatures are reported. The chemical shifts of carbons proximate to the cation centres are discussed with reference to related cations. At higher temperatures, 2-aryl-3,3-dimethylbicyclo[2,2,1]hept-2-yl cations in fluorosulfonic acid give substituted 7,8-dimethyltetracyclo- [7,4,0,02,7,04,8]trideca-1(9),10,12-trienesulfonyl fluorides. Substituted 7,8-dimethyltetracyclo[7,4,0,-02,7,04,8]trideca-1(9),10,12-trienes and 7,8-dimethyltetracyclo[7,4,0,02,7,04,8]trideca-1(9),10,12-triene were prepared from 2-aryl-3,3-dimethylbicyclo[2,2,1]heptan-2-ols by reaction with p..

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