ベンゼンセレノールとスチレンとのラジカル付加反応 重付加反応のモデルの動力学的研究

書誌事項

タイトル別名
  • Radical Addition Reaction of Benzeneselenol to Styrene. Kinetics of the Model of Polyaddition.
  • Kinetics of the Model of Polyaddition
  • 重付加反応のモデルの動力学的研究

説明

The addition reaction mechanism of benzeneselenol (BSe) to styfene (St) was studied as a model of the polyaddition of 1, 4-benzenediselenol (BDSe) to 1, 4-divinylbenzene (DVB). The addition reaction of BSe to St was carried out with AIBN initiator in benzene at 70°C under N2. The main product of anti-Markownikoff's structure (φSeCH2CH2φ) was obtained in about 60% yield in 10 h reaction, but hardly increased after that. Then, side reactions were investigated in detail to account for such behavior, which was quite different from that of benzenethiol to St. This model addition reaction behavior was Similar to that of polyaddition of BDSe to DVB. The kinetic study shows that the addition rate depends on the first order of [St], 0.5 order of [AIBN], and is independent of [BSe], and the rate-determining step is the addition reaction of benzeneseleno radical to St. On the basis of the results of modified Hammett plot considering a resonance effect, it is estimated that a perturbation between SOMO of benzeneseleno radical and HOMO of St is an important controlling factor for this reaction.

収録刊行物

  • 高分子論文集

    高分子論文集 51 (5), 337-343, 1994

    公益社団法人 高分子学会

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詳細情報 詳細情報について

  • CRID
    1390001206522166656
  • NII論文ID
    130003837418
  • DOI
    10.1295/koron.51.337
  • ISSN
    18815685
    03862186
  • 本文言語コード
    ja
  • データソース種別
    • JaLC
    • Crossref
    • CiNii Articles
  • 抄録ライセンスフラグ
    使用不可

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