Substituent Effect at the C4-Position of 1,3a,6a-Triazapentalene

  • Nakayama Atsushi
    Graduate School of Pharmaceutical Science, Tokushima University
  • Nishio Satoshi
    Graduate School of Pharmaceutical Science, Tokushima University
  • Otani Akira
    Graduate School of Pharmaceutical Science, Tokushima University
  • Mera Akane
    Graduate School of Pharmaceutical Science, Tokushima University
  • Osawa Ayumi
    Graduate School of Chemical Science and Engineering, Hokkaido University
  • Tanino Keiji
    Department of Chemistry, Faculty of Science, 
Hokkaido University
  • Namba Kosuke
    Graduate School of Pharmaceutical Science, Tokushima University

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Abstract

Various 2,4-disubstituted-1,3a,6a-triazapentalenes possessing methyl and phenyl groups at the C4-position were synthesized. Fluorescence observation of the synthetic 4-methyl- and 4-phenyl-1,3a,6a-triazapentalenes revealed that the introduction of a substituent at the C4-position allowed a long-wavelength shift of the fluorescence maximum. Furthermore, the phenyl group at the C4-position was found to induce a substantial increase in the extinction coefficient value.

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