Nuclear magnetic resonance studies of hydrosilanes. III. A correlation of Hammett .SIGMA. constants with 29Si-H coupling constants for substituted phenoxy- and (phenylthio)dimethylsilanes.

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概要

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• The <SUP>29</SUP>Si–H coupling constants and Si–H chemical shifts have been determined for a series of substituted phenoxy- and (phenylthio)dimethylsilanes. The <I>J</I>(<SUP>29</SUP>Si–H) values are shown to be correlated well with the Hammett σ constants for the substituent on benzene ring in compounds Ar–Y–SiMe<SUB>2</SUB>H, where Y=O and S. In comparison with the data for the analogs of the other types of organodimethylsilanes, such as aryldimethylsilanes, substituted benzyldimethylsilanes, and aryltetramethyldisilanes, the present results are discussed on the basis of the substituent effects through the intervening oxygen and sulfur. The transmission efficiency of Y was in the order, S>CH<SUB>2</SUB>≈SiMe<SUB>2</SUB>>O. For the series of (phenylthio)dimethylsilanes, the <I>J</I>(<SUP>29</SUP>Si–H) values observed were larger than those for the predicted ones. This deviation was interpreted in terms of the sulfur d-orbital participation <I>via</I> the electron-acceptor, "σ-π" conjugation.

• 公益社団法人 日本化学会の論文

著者

• Akaba Ryoichi

  Department Of Chemistry And Advanced Engineering Course Of Gunma Kohsen Gunma National College Of Te

• Nagai Yoichiro

  Department of Applied Chemistry, Faculty of Engineering Gunma University

• Watanabe Hamao

  Department of Applied Chemistry, Faculty of Engineering, Gunma University

• Watanabe Hamao

  Department of Applied Chemistry, Faculty of Engineering Gunma University

• Iezumi Takao

  Department of Applied Chemistry, Faculty of Engineering, Gunma University

• Akaba Ryoichi

  Department of Applied Chemistry, Faculty of Engineering, Gunma University

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