Bulletin of the Chemical Society of Japan

Thermodynamic Stabilities of Phenonium Ions Based on Bromide-Transfer Equilibria in the Gas Phase.

M Mishima, M Fujio, Y Tsuno

Index: Mustanir; Mishima, Masaaki; Fujio, Mizue; Tsuno, Yuho Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 6 p. 1401 - 1407

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Abstract

The thermodynamic stabilities of the phenonium (ethylenebenzenium) ion and ring- substituted derivatives were determined based on the bromide-transfer equilibria in the gas phase. It has been shown that the phenonium ion is 2.4 kcal mol− 1 more stable than the t- butyl cation, and that the substituent effect on its stability can be correlated with the Yukawa– Tsuno equation with a ρ value of− 12.6 and an r+ of 0.62. An r+ value smaller than unity of ...

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