Journal of the American Chemical Society

Stable Carbocations. 198. Formation of Allyl Cations via Protonation of Alkynes in Magic Acid Solution. Evidence for 1, 2-Hydrogen and Alkyl Shifts in the Intermediate …

G Olah, H Mayr

Index: Olah,G.A.; Mayr,H. Journal of the American Chemical Society, 1976 , vol. 98, p. 7333 - 7340

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Citation Number: 56

Abstract

Abstract: A series of 12 alkynes has been protonated with FSO3H-SbFs (magic acid) in SO2 or S02CIF solution under stable ion conditions. Whereas the formation of oligomeric products was observed at-78 OC, allyl cations were formed in high yields at higher temperatures. In many cases this way of preparing allyl cations is superior to other methods. While alkynes, which are branched in the a position to the triple bond, underwent ...