Synthesis of thermally stable 1,2-dioxetanes bearing a phenylethenyl or a phenylethynyl moiety and their base-induced decomposition

Authors
Matsumoto, M Ishihara, T Watanabe, N Hiroshima, T
Citation
M. Matsumoto et al., Synthesis of thermally stable 1,2-dioxetanes bearing a phenylethenyl or a phenylethynyl moiety and their base-induced decomposition, TETRAHEDR L, 40(24), 1999, pp. 4571-4574
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
24
Year of publication
1999
Pages
4571 - 4574
Database
ISI
SICI code
0040-4039(19990611)40:24<4571:SOTS1B>2.0.ZU;2-1
Abstract
Singlet oxygenation of olefins 3 and 6 affords selectively the correspondin g 1,2-dioxetanes bearing a phenylethenylgroup (1) or a phenylethynyl group (2), which possess marked thermal stability. Treatment of siloxy-substitute d analogs Ib and 2b with tetrabutylammonium fluoride in DMSO causes the cha rge transfer-induced decomposition of the dioxetanes to yield red light. (C ) 1999 Elsevier Science Ltd. All rights reserved.