1. Investigations on the synthesis and chemiluminescence of novel 2-coumaranones - II
- Author
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Schramm, Stefan, Monteiro Leite Ciscato, Luiz Francisco, Oesau, Pascal, Krieg, Reimar, Richter, Jan Frank, Navizet, Isabelle, Roca-Sanjuan, Daniel, Weiss, Dieter, Beckert, Rainer, Schramm, Stefan, Monteiro Leite Ciscato, Luiz Francisco, Oesau, Pascal, Krieg, Reimar, Richter, Jan Frank, Navizet, Isabelle, Roca-Sanjuan, Daniel, Weiss, Dieter, and Beckert, Rainer
- Abstract
The optimized one-pot synthesis of 16 new 2-coumaranones containing a carbamate side-chain is described. Furthermore, the quantum yields for the base-activated chemiluminescence in the presence of oxygen was determined for all compounds, with a maximum of 5.9 +/- 0.1 x 10(-2) E mol(-1), and the application of these compounds as substitutes for usual bioluminescent and chemiluminescent reagents in bioassays is anticipated. A preliminary mechanistic pathway is also suggested, making use of recent developments regarding aspects of organic chemiluminescence, in agreement with both experimental and theoretical data available on the induced 1,2-dioxetanone decomposition as well as with the high efficiency of this reaction.
- Published
- 2015
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