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

Full Text: HTML

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 ...

Related Articles:

Catalytic properties and acidity of 1, 2-benzenedisulfonimide and some of its derivatives. An experimental and computational study

[Barbero, Margherita; Berto, Silvia; Cadamuro, Silvano; Daniele, Pier Giuseppe; Dughera, Stefano; Ghigo, Giovanni Tetrahedron, 2013 , vol. 69, # 15 p. 3212 - 3217]

Zinc (II) Iodide-Triethylsilane: A Novel Mild Reduction System for Direct Deoxygenation of Aryl Aldehydes, Ketones, and α, β-Unsaturated Enones

[Li, Zheng; Deng, Gang; Li, Yuan-Chao Synlett, 2008 , # 19 p. 3053 - 3057]

Proton-exchanged montmorillonite-mediated reactions of methoxybenzyl esters and ethers

[Chen, Dongyin; Xu, Chang; Deng, Jie; Jiang, Chunhuan; Wen, Xiaoan; Kong, Lingyi; Zhang, Ji; Sun, Hongbin Tetrahedron, 2014 , vol. 70, # 11 p. 1975 - 1983]

Proton-exchanged montmorillonite-mediated reactions of methoxybenzyl esters and ethers

[Chen, Dongyin; Xu, Chang; Deng, Jie; Jiang, Chunhuan; Wen, Xiaoan; Kong, Lingyi; Zhang, Ji; Sun, Hongbin Tetrahedron, 2014 , vol. 70, # 11 p. 1975 - 1983]

Cross-coupling of benzylic acetates with arylboronic acids: one-pot transformation of benzylic alcohols to diarylmethanes

[Kuwano, Ryoichi; Yokogi, Masashi Chemical Communications, 2005 , # 47 p. 5899 - 5901]

More Articles...