Orientation of the Nitrogen Lone Pair Electrons and Its Physico-Chemical

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  • YOSHIKAWA Kenichi
    Department of Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University Department of Chemistny, College of Gereral Education, University of Tokushima
  • MORISHIMA Isao
    Department of Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University

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Other Title
  • 窒素非共有電子対の配向とその物理化学的性質　　非隣接ｎ，π相互作用系を中心として
  • チッソ ヒ キョウユウ デンシツイ ノ ハイコウ ト ソノ ブツリ カガクテキ
  • 非隣接n, π相互作用系を中心として

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Authors' recent studies concerning the structural effects on the lone pair orientation and electronic state of N-heterocyclic molecules were reviewed. Especially, nonadjacent n, π interacting systems were studied in relation to homoallyl and bishomoallyl interactions. It was concluded that n and π electrons are repulsive in bishomoallyl and bishomobenzyl n, π interacting systems, while these electrons are electronically rather attractive in homoallyl and homobenzyl interacting systems, and that the lone pair electrons prefer the orientation in which the interacting system is more stabilized. Along with these studies, various physico-chemical properties of N-heterocyclic compounds were discussed, i.e., 1H and 13C nmr paramagnetic shifts, magnetic anisotropic effect of lone pair electrons, basicities and ionization potentials.

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