期刊
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES
卷 13, 期 1, 页码 32-37出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3pp50345c
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资金
- Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [LFMLC 2012/02428-5, FHB 2012/13807-7]
- Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [12/13807-7] Funding Source: FAPESP
The mechanism of the chemiluminescent reaction of ethyl (5-fluoro-2-oxo-2,3-dihydrobenzofuran-3-yl) carbamate (a 2-coumaranone derivative) with a base and molecular oxygen was investigated. New evidence from the reaction kinetics and absorption/emission profiles was obtained, supporting the existence of a 1,2-dioxetanone as an intermediate: (i) its characteristic activation parameters (Delta H-not equal = 7.2 +/- 0.1 kcal mol(-1); Delta S-not equal = -45 +/- 5 cal K-1 mol(-1)) indicating a high degree of thermal instability and (ii) its bimolecular decomposition rate constant for the reaction with perylene. The newly developed methodology has been shown to be suitable for determining the reactivity of such thermally unstable peroxides, which are very difficult to prepare and isolate, using this alternative approach of in situ generation of a 1,2-dioxetanone.
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