The Chemiluminescence of Indole Derivatives. III. On the Mechanism of the Chemiluminescence of 2,3-Dimethylindole and 5-Substituted- 2,3-dimethylindoles in the Dimethyl Sulfoxide - Alkali System
- 1 April 1968
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 41 (4) , 936-941
- https://doi.org/10.1246/bcsj.41.936
Abstract
A bright green light is observed on the treatment of a solution of 2,3-dimethylindole (I) and its hydroperoxide (II) in dimethyl sulfoxide (DMSO) with alkali (potassium t-butoxide or granular potassium hydroxide) under streams of oxygen and hydrogen respectively. The change in their ultraviolet and fluorescent spectra with the time and the chemiluminescent spectra is measured. The compound II is concluded to be the reaction intermediate of I; it decomposes to yield an excited singlet state of an o-acetamidoacetophenone anion (III*), a light emitting species in this reaction. The investigation, then extended to four 5-substituted-2,3-dimethylindoles, revealed that three of them displayed chemiluminescence through the same mechanism as in the case of I.This publication has 6 references indexed in Scilit:
- Chemiluminescence of Indole Derivatives. II. On the Mechanism of the Chemiluminescence of 2, 3-Dimethylindole in the DMSO-KOH SystemBulletin of the Chemical Society of Japan, 1967
- CHEMILUMINESCENCE IN LIQUID SOLUTIONS: THE CHEMILUMINESCENCE OF LOPHINE AND ITS DERIVATIVES*Photochemistry and Photobiology, 1965
- THE CHEMILUMINESCENCE OF CERTAIN INDOLES*Photochemistry and Photobiology, 1965
- Studies on the bioluminescence of Renilla reniformis III. Some biochemical comparisons of the system to other Renilla species and determination of the spectral energy distributionsBiochimica et Biophysica Acta, 1962
- CINNOLINES. I. SYNTHESIS OF AMINOACETOPHENONES AND AMINOPROPIOPHENONES1The Journal of Organic Chemistry, 1946
- Boron Fluoride as a Condensing Agent in the Fischer Indole SynthesisJournal of the American Chemical Society, 1943