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Synthesis of 5-(adamantan-1-yl)-4,4-dimethyl-1-(3-oxyphenyl)-2,6,7-trioxabicyclo[3.2 .0]heptanes and their base-induced chemiluminescent decomposition in liquid/solid phase.

  作者 Matsumoto, Masakatsu;Tanimura, Masatoshi;Tachi, Masahiko;Watanabe, Nobuko;  
  选自 期刊  Heterocycles;  卷期  2008年75-7;  页码  1725-1734  
  关联知识点  
 

[摘要]Singlet oxygenation of 4-(adamantan-1-yl)-5-(3-hydroxyphenyl)-1,2-dihydrofuran effectively gave bicyclic dioxetane I as crystals with a high m.p. Dioxetane I decompd. rapidly accompanied by the emission of blue light, when treated with Bu4NF (TBAF) in DMSO or MeCN. The chemiluminescence efficiency for I was as high as those for the tert-Bu analog. In addn. to chemiluminescent decompn. in a liq. phase, a finely emitted blue light upon heating at 80-110?while maintaining a solid state.

 
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