Synthesis and Steady-State Spectroscopic Study of 5-Aryl-2,2′-bipyridyls. New Fluorescent Compounds in Solid State

書誌事項

タイトル別名
  • Synthesis and Steady-State Spectroscopic Study of 5-Aryl-2,2'-bipyridyls. New Fluorescent Compounds in Solid State
公開日
2006
DOI
  • 10.1246/bcsj.79.602
  • 10.1002/chin.200634140
公開者
公益社団法人 日本化学会

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説明

The absorption and fluorescent properties of newly synthesized 5-aryl-2,2′-bipyridyls were examined both in solution and in the solid state. The 6-methoxy derivatives 5a5c have weak fluorescence, whereas 6-amino derivatives 7a7f showed strong fluorescence. Their spectroscopic properties were computationally analyzed using semi-empirical molecular orbital calculations. The geometries of the ground (S0) and the first singlet excitation states (S1) were optimized and employed to estimate the vertical transition energies. The drastic differences in fluorescent intensities between 5a5c and 7a7f can be qualitatively explained by the relative energy levels S1 and the neighboring triplet level; the energy gaps supposedly regulate the non-radiative intersystem crossing (ISC) probabilities. On the relaxed S1 geometry, 5a5c have quite small S1–triplet energy gaps, whereas 7a7f have no such quasi-degeneracies, leading to their quantitatively different quantum yields.

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