Transmission of Substituent Effects through Oxygen and Sulfur Atoms. I. <SUP>1</SUP>H Chemical Shifts of Ring-substituted Phenyl Vinyl Ethers and Sulfides
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概要
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The proton chemical shifts of the vinyl group in ring-substituted phenyl vinyl ethers (PVE) and sulfides (PVS) were measured and related to the Hammett σ constants. It was found that the ρ value for the β-<I>trans</I> proton of PVS, −0.448 τ⁄σ, is greater in magnitude than that of PVE, −0.378 τ⁄σ, in contrast to the tendency reported for the methyl hydrogens in anisole and thioanisole. The results can best be explained in terms of the concept of the through-conjugative (pπ-dπ-pπ) behavior of the sulfur atom interposed between two unsaturated groups.
- 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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Fueno Takayuki
Department of Synthetic Chemistry Kyoto University
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Izawa Kunisuke
Department of Chemistry, Faculty of Engineering Science, Osaka University
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Masago Mitsuru
Yoshitomi Pharmaceutical Company
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Fueno Takayuki
Department of Chemistry, Faculty of Engineering Science, Osaka University
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