Carbon acidity. 66. Equilibrium ion pair acidities of substituted diphenylmethanes in cyclohexylamine

A Streitwieser Jr, EA Vorpagel…

Index: Streitwieser, Andrew Jr.; Vorpagel, Erich R.; Chen, Chia-Chung Journal of the American Chemical Society, 1985 , vol. 107, # 24 p. 6970 - 6975

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Citation Number: 20

Abstract

Abstract: The pKCsCHA values are reported for a number of symmetrically meta-and para- substituted diphenylmethanes. The values for the meta series (Me, 33.8; OMe, 32.7; F, 29.9; CF3, 28.9; Ph, 32.3; H, 33.4) give a normal Hammett plot with p= 9.69. The para series (Me, 35.1; OMe, 37.6; Ph, 30.8; NMe2, 38.6; SPh, 28.8; CN, 23.0; S02Me, 22.4) do not fit attempted correlations with u-, the Yukawa-Tsuno modification, or dual substituent ...