Synthesis and fluorescent properties of 2-(1H-benzimidazol-2-yl)-phenol derivatives

  • Ouyang J
  • Ouyang C
  • Fujii Y
 et al. 
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Abstract

A high yield one pot synthesis of 2-(2-hydroxyaryl)-1H-benzimidazole derivs. from 2-hydroxy arom. aldehydes with arom. 1,2-diamines in the presence of manganese(III) acetate at room temp. was developed. Nine fluorescent 2-(2-hydroxyaryl)-1H-benzimidazoles and two fluorescent 2-(2-hydroxyaryl)-1H-naphth[2,3-d]imidazoles Cl were prepd. in 38-87% yield and the UV absorption and fluorescent spectra of the eleven compds. synthesized were detd. in methanol. The fluorescent characteristics of the 2-(2-hydroxyaryl)benzimidazole derivs. prepd. were investigated on the basis of an excited-state intramol. proton transfer mechanism, Stokes shift, quantum yield, and the relationship between fluorescent intensity and the substituents were derived. [on SciFinder (R)]

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