160320-41-2Relevant academic research and scientific papers
Synthesis of 3-alkoxy-3-aryl-4,4-diisopropyl-1,2-dioxetanes and their base-induced chemiluminescence
Watanabe, Nobuko,Suganuma, Hiroyuki,Kobayashi, Hisako,Mutoh, Hiroshi,Katao, Yuriko,Matsumoto, Masakatsu
, p. 4287 - 4298 (2007/10/03)
Low-temperature singlet oxygenation of 1-alkoxy-1-aryl-2,2- diisopropylethylenes (9) gives the corresponding 1,2-dioxetanes (10) in high selectivity. Dioxetanes (10) are thermally stable enough to permit handling at room temperature, though an alkoxy group affects significantly their thermal stability and the order of half-life is MeO > tert- BuO. On treatment with tetrabutylammonium fluoride in DMSO, dioxetanes (10e - 10h) bearing a m-siloxyphenyl decompose rapidly to emit intense blue light with ΦCL > 0.2. For the base-induced decomposition of 10e - 10h, the order of rate of decomposition is MeO EtO i-PrO tert-BuO.
1,2-dioxetane derivatives, intermediates for syntheses thereof and methods of producing the intermediates
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, (2008/06/13)
A chemiluminescent 1,2-dioxetane derivative having a formula (I): STR1 wherein R1 and R4 each represent, individually, hydrogen, an alkyl group, an alkoxyl group, a hydroxyl group, or --OSi(R9 R10 R11) in which R9, R10 and R11 each represent an alkyl group; R2, R3, R5 and R6 each represent, individually, hydrogen or an alkyl group, provided that R2, R3, R5 and R6 each cannot be hydrogen at the same time, and that R2 and R3, and R5 and R6, each taken together, can form a cycloalkyl group; R7 represents an alkyl group; R8 represents hydrogen, an alkoxyl group, a phosphate salt group, or --OSi(R9 R10 R11); intermediates for synthesizing the above 1,2-dioxetane derivative; and methods of producing the intermediates are provided.
