Reaction of Aromatic N-Oxides with Dipolarophiles. VI. Further Studies on the 1,3-Dipolar Cycloaddition Reaction of Pyridine N-Oxides with Phenyl Isocyanates

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概要

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• To provide additional evidence for the concerted mechanism postulated for the 1,3-dipolar cycloaddition reaction of pyridine N-oxides with phenyl isocyanates, kinetic studies on the cycloaddition reactions were conducted in a variety of solvents. The cycloaddition showed low sensitivity to the ionizing power of the medium, indicating that it proceeds by a mechanism which involves very little change in charge separation between the ground state and the transition state. The observed cycloadditivity and site selectivity are discussed in terms of the following controlling factors based on MINDO/3 calculations : HOMOLUMO control, secondary orbital interaction, steric interaction, dipole-dipole interaction and charge-transfer complexation.

• 公益社団法人日本薬学会の論文
• 1984-02-25

著者

• 松岡 俊和

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 末松 文博

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 原野 一誠

  Faculty of Pharmaceutical Sciences, Kumamoto University

• 久野 拓造

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 原野 一誠

  熊本大学 薬

• 原野 一誠

  熊本大学薬学部

• 久野 拓三

  熊本大学薬学部

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