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Phase-transfer and micellar catalysis in dehydrohalogenation reaction

Abstract

Quaternary ammonium salts with a long hydrocarbon chain are a kind of bifunctional catalysts as the reactions in their presence proceeds by two catalytic pathways,i.e., phase-transfer and a micellar one. The former is inhibited by lipophilic anions such as chlorateetc. The structure-activity relationship for quaternary salts can be described quantitatively using Hansch π-hydrophobicity constants.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11. pp. 2122–2134, November, 1995.

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Sirovsky, F.S. Phase-transfer and micellar catalysis in dehydrohalogenation reaction. Russ Chem Bull 44, 2026–2038 (1995). https://doi.org/10.1007/BF00696701

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Key words

  • phase transfer catalysis (PTC)
  • micellar catalysis
  • quaternary ammonium salts
  • hydrophobicity
  • Hansch π-hydrophobicity constants
  • elimination reaction kinetics