Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (7): 1429-1436.DOI: 10.6023/cjoc201401026 Previous Articles     Next Articles

Articles

氟硼二异吲哚类化合物的合成及光学性能表征

杨晓霞a,b, 林智星b, 蔺卉b, 蔡良珍b, 陶晓春b   

  1. a 东华大学化学化工与生物工程学院 上海 201620;
    b 华东理工大学化学与分子工程学院 上海 200237
  • 收稿日期:2014-01-15 修回日期:2014-02-19 发布日期:2014-03-13
  • 通讯作者: 蔡良珍, 陶晓春 E-mail:xiaoxiayang@ecust.edu.cn
  • 基金资助:

    国家自然科学基金(No.81102314)、上海市自然科学基金(No.11ZR1400300)和高等学校博士学科点专项科研基金(No.20120074120008)资助项目.

Synthesis of Boron Diisoindolmethene Compounds and Spectral Properties

Yang Xiaoxiaa,b, Lin Zhixingb, Lin Huib, Cai Liangzhenb, Tao Xiaochunb   

  1. a College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620;
    b School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237
  • Received:2014-01-15 Revised:2014-02-19 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