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Study on the synthesis and structure–effect relationship of multi‐aryl imidazoles with their fluorescence properties
Author(s) -
Tian Mi,
Wang Chao,
Wang LiGong,
Luo Kai,
Zhao An,
Guo CanCheng
Publication year - 2014
Publication title -
luminescence
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.428
H-Index - 45
eISSN - 1522-7243
pISSN - 1522-7235
DOI - 10.1002/bio.2580
Subject(s) - planarity testing , imidazole , fluorescence , aryl , chemistry , photochemistry , molecule , absorption (acoustics) , resonance fluorescence , stereochemistry , crystallography , materials science , organic chemistry , physics , optics , alkyl , composite material
In this paper, 23 multi‐aryl imidazole derivatives were synthesized and identified by nuclear magnetic resonance, ultraviolet‐visible and elemental analysis. At the same time, their ultraviolet‐visible maximum absorption (λ ab max ), fluorescence emission maximum (λ em max ) and quantum yields (Ф f ) were measured. The relationships between the optical behaviors and structures for these compounds were assessed. The results show that the λ max ab and λ max em are red‐shifted and the fluorescence Ф f are increased by the introduction of electron‐withdrawing substituents and the increase in the planarity of multi‐aryl imidazole molecules. The results also showed that the fluorescence quantum yields of the compounds containing two imidazole nuclei are double the corresponding mono‐imidazole nucleus compounds. Copyright © 2013 John Wiley & Sons, Ltd.