Nucleophilic Substitution of Benzyl Chloride and Poly (chloromethylstyrene) Catalyzed by Sulfides An Inverse Phase-Transfer Catalysis of Sulfides

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  • TAKEISHI Makoto
    Department of Materials Science and Engineering, Faculty of Engineering,
  • SE Koichi
    Department of Materials Science and Engineering, Faculty of Engineering,
  • UMETA Noriyoshi
    Department of Materials Science and Engineering, Faculty of Engineering,
  • SATO Rikiya
    Department of Materials Science and Engineering, Faculty of Engineering,

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Other Title
  • スルフィド類を触媒とする塩化ベンジルおよびポリ(クロロメチルスチレン)の求核置換反応スルフィド類の逆相間移動触媒作用
  • スルフィドルイ オ ショクバイ ト スル エンカ ベンジル オヨビ ポリ クロ

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Abstract

Cyclic and acyclic sulfides such as tetrahydrothiophene, diethyl sulfide, etc. catalyzed a nucleophilic substitution reaction of benzyl chloride in an orga nic phase with potassium thiocyanate in an aqueous phase contacting to the organic pha se. This catalytic reaction pnrotecremededs iatea s foslulolfwosn iu: m in stahlte, owrghaincihc trpahnassfeer s a stuol fitdhee reaaqcuteso us witphh aseb entzoy l reaccht lorwidieth ftohrimociyannga te an i ion. Since the sulfides transfer the substrate from an organic phase t o an aqueous phase b y forming ionic intermediates, the catalytic action can be referred to an inverse. In an analogous reaction with poly(chloromethylstyrene) phcaastea-ltyrasnissfer e subesdtiitautteio n polymreearc tionw ithw itha ltihmioitceyda nanteu mbeiro n opfr ocseuelfdoendi o ing routhpse oirsg ainnisco lubplhe, a soeni n, thtbehe ec caouansqetur aeroyut, h ste h interm phase, and accordingly thiocyanate ion is take into the organic phase from the aqueous phase by anion exchange of the sulfonio groups.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1992 (8), 824-829, 1992-08-10

    The Chemical Society of Japan

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