Photoreactions of Heteroaromatic Compounds. IV. Solvent and Acidity Dependence of the Photoreactions of Nicotinic Acid and Its Derivatives

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概要

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• Nicotinic acid and its derivatives show manifold photoreactivity depending on the solvent and the acidity of the solution. The cationic form of these compounds in general undergoes photo-hydroxylation in aqueous solutions, and photo-ethylation in ethanol solutions. The anionic form of nicotinic acid is resistant to UV-irradiation in strongly alkaline aqueous solution, but undergoes photo-decarboxylation in alkaline ethanol solution. Nicotinic acid yielded 2-(3-pyridyl)-5-pyridinecarboxylic acid in aqueous solutions at pH=4–6. Photo-substitution by 1-hydroxyethyl group occurs in the neutral forms of 3-cyanopyridine and ethyl nicotinate in ethanol solution. The photoreactivity of nicotinic acid is considered on the basis of CNDO/2 calculation.

• 公益社団法人 日本化学会の論文

著者

• Harada Yoshiya

  Department Of Chemistry College Of Arts And Sciences The University Of Tokyo

• Sugimori Akira

  Department Of Chemistry Faculty Of Science And Technology Sophia University

• Seki Kazuhiko

  The Institute for Solid State Physics, The University of Tokyo

• Takeuchi Fumikatsu

  Department of Chemistry, Faculty of Science and Technology, Sophia University

• Sugiyama Tom

  Department of Chemistry, Faculty of Science and Technology, Sophia University

• Fujimori Takako

  Department of Chemistry, Faculty of Science and Technology, Sophia University

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