Chemistry Letters, Vol.34, No.5, 718-719, 2005
New triggering system for dioxetane-based chemiluminescence: Base-induced decomposition of bicyclic dioxetanes bearing a 3-aminophenyl or 2-phenylindol-6-yl moiety
A dioxetane substituted with a 3-aminophenyl group was deprotonated with t-BuOK in DMSO to give an unstable dioxetane bearing a phenylamide anion, which decomposed with accompanying emission of flash red light. Dioxetane bearing an indol-6-yl group was synthesized and found to exhibit emission of flash blue light on treatment with tetrabutylammonium fluoride as well as with t-BuOK.