Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (01): 71-77. Previous Articles     Next Articles

Original Articles

双枝[1,3,4]-噁二唑衍生物的合成与荧光性质

孟 康 ; 钱 鹰*   

  1. (东南大学化学化工学院 南京 211189)
  • 收稿日期:2008-01-16 修回日期:2008-06-20 发布日期:2009-01-20
  • 通讯作者: 钱 鹰

Synthesis and Fluorescence Properties of Bisbranched 1,3,4-Oxadiazole Derivatives

Meng, Kang; Qian, Ying*   

  1. (School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189)
  • Received:2008-01-16 Revised:2008-06-20 Published:2009-01-20
  • Contact: Qian, Ying

Three novel bisbranched oxadiazole derivatives, N-{4-{2-{3,5-di[5-(4-tert-butylphenyl)-1,3,4- oxadiazol-2-yl]phenyl}-E-vinyl}phenyl}-diphenylamine (BBOD-2), N,N-di{4-{2-{3,5-di[5-(4-tert-buty- phenyl)-1,3,4-oxadiazol-2-yl]phenyl}-E-vinyl}phenyl}aniline (BBOD-3) and N,N,N-tris{4-{2-{3,5-di[5-(4- tert-butylphenyl)-1,3,4-oxadiazol-2-yl]phenyl}-E-vinyl}phenyl}amine (BBOD-4), were synthesized through Wittig and Heck reactions. Their structures were characterized by IR, 1HNMR, MS and melting points. A detailed spectrum study of these molecules, including absorption and fluorescence in different solvents, was conducted. The maximum absorption peaks in dichloromethane were at 390 nm for BBOD-2, 398 nm for BBOD-3 and 408 nm for BBOD-4, respectively. The maximum emission wavelengths were at 486 nm for BBOD-2, 483 nm for BBOD-3 and 487 nm for BBOD-4 in dichloromethane, respectively. The relationship of Stokes shift with solvent polarity was discussed.

Key words: Wittig reaction, 1,3,4-oxadiazole derivative, Heck reaction, fluorescence property