The Journal of Organic Chemistry

Carbonium ion-silane hydride transfer reactions. V. tert-Alkyl cations

FA Carey, HS Tremper

Index: Carey,F.A.; Tremper,H.S. Journal of Organic Chemistry, 1971 , vol. 36, # 6 p. 758 - 761

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Citation Number: 64

Abstract

Results 3-Ethyl-3-pentyl Cation.-Suitable experimental conditions for carrying out the hydride transfer reactions were determined using 3-ethyl-3-pentanol (1) and measuring its conversion to 3-ethylpentane (2) by gas chromatography. Using diethylsilane as the hydride donor in methylene chloride at 25'and trifluoroacetic acid as the proton source (0.5 M), conversion to 2 was complete to the extent of only about 19% in 0.5 hr. Increasing the ...