Boron cation basicity of pyridines derivative

DOI

Bibliographic Information

Other Title
  • ピリジン誘導体におけるボランカチオン塩基性度

Description

In this study, dimethoxy boron cation basicities (BCB) were determined for pyridines by measuring the ligand exchange equilibrium using an FT-ICR mass spectrometer. Plot of relative BCBs of pyridines against the corresponding gas phase basicities (GB) toward protons shows a good linear relationship for 3-, 4-substituted pyridines with a slope of 0.81 for pyridines indicating that the substituent effect on the stability of the boron cation complexes is similar to that for corresponding protonated species. This suggests that the bonding interactions between dimethoxy boron cation and these organic compounds have a highly covalent character. In addition, large negative deviations from the line based on 3-, 4-substituted pyridines are observed for 2-substituted pyridines. These deviations are due to steric inhibition of π-interaction between π-orbital of pyridines and empty p-orbital of boron cation, being consistent with computational results at B3LYP/6-311+G(d,p) level.

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Keywords

Details 詳細情報について

  • CRID
    1390282680531904896
  • NII Article ID
    130004646462
  • DOI
    10.11494/kisoyuki.57.0.39.0
  • Text Lang
    ja
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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