244124-41-2Relevant academic research and scientific papers
Synthesis of bicyclic dioxetanes bearing a 4-(benzimidazol-2-yl)-3- hydroxyphenyl group and their base-induced chemiluminescent decomposition in an aprotic medium and in an aqueous medium
Hagiwara, Hiromasa,Watanabe, Nobuko,Ijuin, Hisako K.,Yamada, Masashi,Matsumoto, Masakatsu
, p. 65 - 78 (2013)
Bicyclic dioxetane, 5-tert-butyl-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0] heptane, bearing a 4-(benzimidazol-2-yl)-3-hydroxyphenyl group at the 1-position and its N-substituted benzimidazolyl-analogs were synthesized. N-Methylbenzimidazolyl-analog and N-phenylbenzimidazolyl-analog were found to undergo charge-transfer-induced decomposition(CTID) to effectively give light in both TBAF/MeCN and in NaOH/H2O. The CTID of N-(4-carboxybutyl) benzimidazolyl-analog gave also effectively light both in MeCN and in H2O. On the other hand, chemiluminescent CTID of the unsubstituted benzimidazolyl-analog changed depending on the base used: TBAF/MeCN induced weak emission of yellow light due to a dianion of the dioxetane, while TMG(tetramethylguanidine)/MeCN induced strong emission of blue light due to a monoanion of the dioxetane.
