Stable Carbonium Ions. XXXVI: Protonated Aliphatic Ethers and Their Cleavage to Carbonium Ions
Part XXV: G. A. Olah and M. B. Comisarow, J. Am. Chem. Soc., 88, 3313 (1966).
A series of aliphatic ethers have been studied in HSO3F–SbF5–SO2 solution. O protonation was observed at -60° by nmr spectroscopy with negligible exchange rates. At higher temperatures, cleavage to carbonium ions takes place. The kinetics of cleavage of sec-butyl methyl ether to trimethylcarbonium ion and protonated methanol was measured.