Borderline mechanism of nucleophilic addition/substitution reaction of alpha-haloketones: A theoretical study.

DOI

Bibliographic Information

Other Title
  • α－ハロケトン類の求核付加・置換反応機構に出現する境界領域の計算化学的解析

Description

Nucleophilic addition/substitution reaction of phenacyl bromides and hydroxide ion was investigated by theoretical calculations. Structure optimization and IRC calculation were carried out at B3LYP/6-31+G(d), M05-2X/6-31+G(d), and MP2/6-31+G(d). Normally, the substitution and addition reactions have different TS. For the reactions of phenacyl bromides and hydroxide ion, however, only one transition structure was obtained. In addition, IRC pathway changed from substitution to addition reaction with introducing electron withdrawing group to phenyl group.

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Details 詳細情報について

  • CRID
    1390001205554682752
  • NII Article ID
    130004728894
  • DOI
    10.11494/kisoyuki.2009.0.273.0
  • Text Lang
    ja
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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