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Synthesis and chemiluminescent decomposition of spiro[1,2-dioxetane-3,6′-benzo(c)chromene]s

✍ Scribed by Masakatsu Matsumoto; Masao Kawahara; Nobuko Watanabe

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
53 KB
Volume
14
Category
Article
ISSN
1522-7235

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✦ Synopsis

Two spiro [1,2-dioxetane-3,6'-benzo(c)chromene]s bearing a t-butyldimethylsiloxy as a trigger at the 10'-or 2'-position were synthesized. On treatment with tetrabutylammonium fluoride in DMSO at 25°C, the 10'-siloxyspiro[1,2-dioxetane-3,6'benzo(c)chromene] decomposed rapidly to afford a flash of blue light. The CIEEL decay of this spirochromenedioxetane was also induced by basic silica gel in hexane. By contrast, TBAF-induced decomposition of an analogous spiro[1,2-dioxetane-3,6'benzo(c)chromene] with a trigger at the 2'-position, resulted in emission of yellow light with very low efficiency.

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