Reaction Pathway for SN2 of Acylchloromethanes

DOI

Bibliographic Information

Other Title
  • アシルクロロメタン類と求核剤とのSN2反応の経路

Description

It has been known that alfa-haloketone shows remarkably enhanced reactivity in SN2 reaction. To clarify the origin of this effect, reaction pathways and transit states for the reactions of RCOCH2Cl (R=Me, Ar) and various nucleophiles (OH-, Cl-, CH3- and H2O) were calculated. It was found that the reaction pathway varied with a nucleophile, and that a strong nucleophile formed the carbonyl-carbon adduct, which then gave the substituted product through an intramolecular reaction. The experimental results for the reaction of PhCOCH2Cl and nucleophiles will also be discussed at the presentation.

Journal

Keywords

Details 詳細情報について

  • CRID
    1390001205554249984
  • NII Article ID
    130004646411
  • DOI
    10.11494/kisoyuki.55.0.74.0
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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