Citation
M. Matsumoto et al., Base-induced chemiluminescence of 5-tert-butyl-1-(4-hydroxybenz[d]oxazol-6-yl)-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptanes: chemiluminescence-chemiexcitation profile in aqueous medium, TETRAHEDR L, 42(50), 2001, pp. 8869-8872
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039
→ ACNP
Volume
42
Issue
50
Year of publication
2001
Pages
8869 - 8872
Database
ISI
SICI code
0040-4039(200112)42:50<8869:BCO5>2.0.ZU;2-1
Abstract
Bicyclic dioxetanes bearing a 2-aryl-4-hydroxybenz[d]oxazol-6-yl moiety (3a
-3c) and their 2-alkyl-analogs (3d, 3e) were synthesized. All these dioxeta
nes (3a-3e) afforded light with high efficiency on treatment with tetrabuty
lammonium fluoride in acetonitrile. In the NaOH-H2O system, chemiluminescen
ce efficiency (Phi (CIEEL)) for alkyl-analogs (3d, 3e) decreased markedly,
while Phi (CIEEL) for 3a-3c was still considerably high. Fluorescence study
revealed that the marked decrease of (Phi (CIEEL)) for alkyl-analogs would
be attributed to a synergetic effect of decreased chemiexcitation yield an
d fluorescence yield of the emitter in NaOH-H2O system. (C) 2001 Elsevier S
cience Ltd. All rights reserved.