Conformational analysis of methacrylates by IR and 1H NMR spectroscopies.

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概要

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• The molecular structures of α-methylbenzyl methacrylate, 1,2-diphenylethyl methacrylate, α-<I>t</I>-butylbenzyl methacrylate, 1,2,2,2-tetraphenylethyl methacrylate, diphenylmethyl methacrylate, and 1,1-diphenylethyl methacrylate in solution were investigated by means of IR spectroscopy and <SUP>1</SUP>H NMR spectroscopy using a lanthanoid-induced chemical shift (LIS) reagent [Eu(fod)<SUB>3</SUB>] by reference to X-ray analysis data. The preferred conformation between the C=C double bond and the C=O group was estimated to be s-cis in solution. The conformation of ester groups of α-substituted benzyl methacrylates in toluene depended upon the α-substituent and the temperature. On the basis of structural data, the mechanism of the highly enantiomer-selective polymerization of racemic methacrylates with a (−)-sparteine-Grignard reagent complex is discussed.

• 公益社団法人 日本化学会の論文

著者

• Yashima Eiji

  Department Of Applied Chemistry Faculty Of Engineering Nagoya University

• Kageyama Hiroyuki

  Department For Energy Conversion Osaka National Research Institute

• Hatada Koichi

  Department Of Chemistry Faculty Of Engineering Science Osaka University

• Kasai Nobutami

  Department Of Applied Biological Science Tokyo University Of Science

• Okamoto Yoshio

  Department Of Applied Chemistry Faculty Of Engineering Nagoya University

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