Chinese Journal of Organic Chemistry >
Synthesis of Boron Diisoindolmethene Compounds and Spectral Properties
Received date: 2014-01-15
Revised date: 2014-02-19
Online published: 2014-03-13
Supported by
Project supported by the National Natural Science Fundation of Chnia (No. 81102314), the Science and Technology Commission of Shanghai Municipality (No. 11ZR1400300) and the Specialized Research Fund for the Doctoral Program of Higher Education (No. 20120074120008).
The new boron diisoindolmethene compounds were synthesized from ethyl benzoate and 1-phenylethanone, and characterized by 1H NMR, HRMS and IR. These compounds exhibited the long UV-absorption and fluorescence emission wavelength. The effects of substituents on the molar extinction coefficient, fluorescence quantum yield and singlet oxygen yield were easily noticed, methoxy substituted compound 6b and CF3 substituted compound 6f showed the higher molar extinction coefficient than other halogen substituted compounds, and compound 6e containing Br substituent exhibited the higher singlet oxygen yield and the lower fluorescence quantum yield than other compounds.
Key words： boron diisoindolmethene; synthesis; fluorescence; UV-Vis; singlet oxygen
Yang Xiaoxia , Lin Zhixing , Lin Hui , Cai Liangzhen , Tao Xiaochun . Synthesis of Boron Diisoindolmethene Compounds and Spectral Properties[J]. Chinese Journal of Organic Chemistry, 2014 , 34(7) : 1429 -1436 . DOI: 10.6023/cjoc201401026
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