Investigations on the synthesis and chemiluminescence of novel 2-coumaranones - II
| Autor: | Reimar Krieg, Stefan Schramm, Dieter Weiss, Luiz Francisco Monteiro Leite Ciscato, Isabelle Navizet, Daniel Roca-Sanjuán, Rainer Beckert, Pascal Oeseau, Jan F. Richter |
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| Přispěvatelé: | Institut für Organische Chemie und Makromolekulare Chemie, Friedrich-Schiller-Universität = Friedrich Schiller University Jena [Jena, Germany], Universidade Federal do ABC, Universidade Federal do ABC (UFABC), Laboratoire de Modélisation et Simulation Multi Echelle (MSME), Université Paris-Est Marne-la-Vallée (UPEM)-Université Paris-Est Créteil Val-de-Marne - Paris 12 (UPEC UP12)-Centre National de la Recherche Scientifique (CNRS), Department of Chemistry-Angstrom, the Theoretical Chemistry Programme, Uppsala University, Friedrich-Schiller-Universität Jena, Centre National de la Recherche Scientifique (CNRS)-Université Paris-Est Créteil Val-de-Marne - Paris 12 (UPEC UP12)-Université Paris-Est Marne-la-Vallée (UPEM), Universidade Federal do ABC = Federal University of ABC = Université Fédérale de l'ABC [Brazil] (UFABC) |
| Rok vydání: | 2015 |
| Předmět: |
Carbamate
firefly bioluminescence medicine.medical_treatment Analytical chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Oxygen law.invention lcsh:QD241-441 α- peroxylactones lcsh:Organic chemistry law medicine [CHIM]Chemical Sciences Bioluminescence 2-Coumaranone CIEEL Chemiluminescence 2-dioxetanones [CHIM.ORGA]Chemical Sciences/Organic chemistry 010405 organic chemistry Chemistry Organic Chemistry Kemi Decomposition Combinatorial chemistry chemiluminescence 0104 chemical sciences Reagent Chemical Sciences chemiexcitation alpha-peroxylactones |
| Zdroj: | ARKIVOC-Online Journal of Organic Chemistry ARKIVOC-Online Journal of Organic Chemistry, Arkat USA Inc, 2015, 2015 (5), pp.44-59. ⟨10.3998/ark.5550190.p009.044⟩ ARKIVOC, Vol 2015, Iss 5, Pp 44-59 (2015) |
| ISSN: | 1551-7012 1551-7004 |
| DOI: | 10.3998/ark.5550190.p009.044 |
| Popis: | International audience; 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. |
| Databáze: | OpenAIRE |
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