Chemical Research in Chinese Universities ›› 2013, Vol. 29 ›› Issue (6): 1129-1133.doi: 10.1007/s40242-013-3090-y

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Synthesis and Properties of Symmetrical Aryl Linked BODIPY Dyads

WANG Bang-ying1, ZHAO Hong-bin1,2, LIAO Jun-xu2, XU Yong-jun2   

  1. 1. College of Chemistry, Xiangtan University, Xiangtan 411105, P. R. China;
    2. College of Chemistry andEnvironmental Engineering, Dongguan University of Technology, Dongguan, 523808, P. R. China
  • Received:2013-03-06 Revised:2013-04-26 Online:2013-12-01 Published:2013-05-15
  • Contact: ZHAO Hong-bin E-mail:zhaohbhanlf@163.com
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.21342003, 51076032).

Abstract:

Three novel symmetrical 4,4'-difluoro-4-bora-3a,4a-diaza-sindacene(BODIPY) derivatives were synthesized via a general and efficient protocol. These BODIPY dyads bear a diverse aryl linker bridge in the middle and two BODIPY units at the termini. The photophysical properties of these dyads were investigated by ultraviolet-visible(UV-Vis) absorption and emission spectroscopy. And their electrochemical properties were studied by cyclic voltammetry. The absorption of these dyads showed slightly blue shift and the intramolecular charge transfer(ICT) state underwent ultrafast direct surface crossing to the ground state with high degree of rotational freedom. The results will be useful for the further functionalization of these novel symmetrical BODIPY derivatives.

Key words: 4,4’-Difluoro-4-bora-3a,4a-diaza-sindacene(BODIPY) dyad, Bis(dipyrromethane), Symmetrical, Photophysical property