Structural changes in 2-arylnorbornyl and other aryl carbocations with increasing electron demand. Carbon-13 nuclear magnetic resonance as a probe

DG Farnum, RE Botto, WT Chambers…

Index: Farnum,D.G. et al. Journal of the American Chemical Society, 1978 , vol. 100, p. 3847 - 3855

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Citation Number: 34

Abstract

Abstract: The I3C NMR chemical shifts of the cationic carbons for the following carbocations in fluorosulfonic acid have been determined: 1-arylcyclopentyl, 1-arylcyclohexyl, 6-aryI-6- bicyclo [3.2. 1 Ioctyl, I, I-diarllethyl. 1-aryl-I-phenyleth) I. 2-arylnorbornenyl, 2-arylnorborny1, and 5, 6-exo-trimethylene-2-arylnorbornyl. The aryl group has been varied in electron demand from p-methoxpphenyl to 3, 5-bis (trifluoromethyl) phenyl. The chemical shifts for ...