Transmission of Substituent Effects through Oxygen and Sulfur Atoms. III. The Ionization Equilibrium Constants of Ring-substituted <I>cis</I>-β-Phenoxyacrylic Acids
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概要
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<I>cis</I>-β-Phenoxyacrylic acid and several of its ring-substituted derivatives were prepared, and their ionization constants were determined in 50% ethanol–water at 25 °C. The Hammett ρ value for the ionization of these acids, 0.439, is smaller than that reported for <I>cis</I>-β-phenylthioacrylic acids, 0.531. The greater efficiency of the sulfur atom in transmitting the substituent effects is explainable in terms of the "through-conjugation" of the sulfur atom in the thioacrylate anions formed.
- 公益社団法人 日本化学会の論文
著者
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Kajimoto Okitsugu
Department Of Chemistry Graduate School Of Science Kyoto University
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Kobayashi Masaru
Department Of Applied Physics Graduate School Of Engineering The University Of Tokyo
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Fueno Takayuki
Department of Chemistry, Faculty of Engineering Science, Osaka University
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