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Journal Articles ARKIVOC - Online Journal of Organic Chemistry Year : 2015

Investigations on the synthesis and chemiluminescenceof novel 2-coumaranones - II

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.

Dates and versions

hal-01138602 , version 1 (02-04-2015)

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S. Schramm, Luiz Francisco Monteiro Leite Ciscato, Pascal Oeseau, Reimar Krieg, Jan Frank Richter, et al.. Investigations on the synthesis and chemiluminescenceof novel 2-coumaranones - II. ARKIVOC - Online Journal of Organic Chemistry, 2015, 2015 (5), pp.44-59. ⟨10.3998/ark.5550190.p009.044⟩. ⟨hal-01138602⟩
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