Chemiluminescence in autoxidation of phosphonate carbanions. Phospha-1, 2-dioxetanes as the most likely high-energy intermediates

…, T Ikeda, S Tsuboi, T Kusaura, Y Takeuchi…

Index: Motoyoshiya, Jiro; Ikeda, Tsuneaki; Tsuboi, Shuji; Kusaura, Tatsuya; Takeuchi, Yoshino; Hayashi, Satoko; Yoshioka, Sachiko; Takaguchi, Yutaka; Aoyama, Hiromu Journal of Organic Chemistry, 2003 , vol. 68, # 15 p. 5950 - 5955

Full Text: HTML

Citation Number: 17

Abstract

Autoxidation of the phosphonate carbanions derived from 9-phosphono-10-hydroacridanes provided chemiluminescence ascribed to the excited acridone anion. The intramolecular CIEEL (chemically initiated electron exchange luminescence) mechanism can be applied to this chemiluminescence because of the much higher emission efficiency compared to that of 9-phosphono-10-methylacridanes. The effect of the phosphonate substituents on the ...