Synthesis of boron-dipyrromethene-ferrocene conjugates

被引:54
作者
Rao, M. Rajeswara [1 ]
Kumar, K. V. Pavan [1 ]
Ravikanth, M. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
关键词
BODIPY; Ferrocene; Charge transfer band; BENZO CROWN-ETHER; REDOX; MOLECULES; BODIPY; DYES;
D O I
10.1016/j.jorganchem.2010.01.009
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Synthesis, spectral, electrochemical and photophysical properties of four BODIPY-ferrocene conjugates in which one or two ferrocenyl groups were covalently connected either directly to boron-dipyrromethene framework or to meso-phenyl group of boron-dipyrromethene unit are described. The BODIPY-ferrocene conjugates were prepared by adopting different synthetic routes. The absorption studies indicated the presence of charge transfer band in BODIPY-ferrocene conjugates in which the ferrocenyl group(s) were directly connected to boron-dipyrromethene framework. The electrochemical studies on conjugates indicated that ferrocenyl group was difficult to oxidize whereas boron-dipyrromethene unit was easier to reduce. The conjugates were non-fluorescent due to electron transfer from ferrocene to boron-dipyrromethene unit. However, when ferrocene was oxidized to ferrocenium ion with an oxidizing agent, the conjugates exhibited fluorescence with decent quantum yields (0.17-0.31) and lifetimes (3.8-5.2 ns). (C) 2010 Elsevier B.V. All rights reserved.
引用
收藏
页码:863 / 869
页数:7
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