THE CHEMILUMINESCENCE OF INDOLE DERIVATIVES IN DIMETHYL SULFOXIDE* |
| |
| Authors: | A. W. BERGER &dagger ,J. N. DRISCOLL &dagger ,J. S. DRISCOLL,J. A. PIROG § ,H. LINSCHITZ| |
| |
| Affiliation: | Boston Laboratory, Monsanto Research Corporation, Everett, Massachusetts and Department of Chemistry, Brandeis University, Waltham, Massachusetts 02154, U.S.A.;|Department of Chemistry, Brandeis University, Waltham, Massachusetts. |
| |
| Abstract: | The chemiluminescent autoxidation of over fifty indoles has been measured in dimethyl sulfoxide (DMSO). The 3-alkylindole derivatives represent the brightest and most efficient members of this group. The chemiluminescence yield (per mole) of skatole is (1·5 ± 0·6) × 10-3. The chemiluminescence spectrum of skatole is identical with the fluorescence spectrum of o-formamidoacetophenone in the same environment Similar results for 2,3-dimethylindole lead to the identification of the acylamide anion as the emitter in indole chemiluminescence. A peroxide ring cleavage excitation mechanism is proposed. |
| |
| Keywords: | |
|
|
