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Effect of conformation on the chemiluminescence efficiency of light‐producing 2‐methyl‐6‐(4‐methoxyphenyl)imidazo[1,2‐α]pyrazin‐3(7 H )‐ones
Author(s) -
Teranishi Katsunori
Publication year - 2001
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.668
Subject(s) - chemiluminescence , dihedral angle , pyrazine , chemistry , fluorescence , aqueous solution , substrate (aquarium) , luminescence , fluorescent light , photochemistry , stereochemistry , organic chemistry , materials science , molecule , hydrogen bond , physics , oceanography , optoelectronics , quantum mechanics , geology
Analogues of the light‐producing substrate 2‐methyl‐6‐(4‐methoxyphenyl)imidazo[1,2‐α]pyrazin‐3(7 H )‐one, with restrictions on the dihedral angles between the pyrazine and the 4‐methoxyphenyl rings, were synthesized. These compounds were used to investigate the effects of the conformation between the pyrazine and 4‐methoxyphenyl rings on their chemiluminescence efficiencies in aqueous solutions. The effects of the conformation on the chemiluminescence efficiencies were clearly observed; the decrease of the dihedral angle caused a light‐enhancing effect and, conversely, the increase of the angle dramatically decreased the chemiluminescence efficiency. These effects on the chemiluminescence efficiencies are attributed to the influence of the conformation on the fluorescence efficiency of the emitter. Copyright © 2001 John Wiley & Sons, Ltd.