Vinyl cations. 30. Preparation and solvolysis of 1-cyclobutenyl nonaflates. Generation of stabilized vinyl cation species

M Hanack, EJ Carnahan, A Krowczynski…

Index: Hanack,M. et al. Journal of the American Chemical Society, 1979 , vol. 101, p. 100 - 108

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Citation Number: 23

Abstract

Abstract: I-Cyclobutenyl nonaflate (16) and the series of 2-and 3-methyl-and aryl-substituted cyclobutenyl nonaflates 17, 18, 19, 21, and 22 were synthesized by treatment of either the corresponding cyclobutanones directly with nonafluorobutanesulfonic acid anhydride or using the lithium enolates (eg. 30a, 30b) as starting compounds for a reaction with the anhydride. The solvolysis reactions of the cyclobutenyl nonaflates were studied in various ...