Conformation-dependent photophysical properties of butadiyne-linked π-extended BODIPY dimers
Conformation-dependent photophysical properties of butadiyne-linked π-extended BODIPY dimers
复制标题
丁二炔连接的 π 延伸 BODIPY 二聚体的构象依赖性光物理性质
DOI：
10.1142/s1088424623500232
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发表时间：
2023
影响因子：
1.5
通讯作者：
Ishida Masatoshi
中科院分区：
文献类型：
--
作者：
Sato Yuma;Shimada Takahide;Mori Shigeki;Yasutake Yuhsuke;Fukatsu Susumu;Furuta Hiroyuki;Ishida Masatoshi
在常规Glaser偶联反应条件下，使用通过金催化的C-H炔基化制备的乙炔基取代的吡咯基-BODIPY（2），合成了迄今未知的丁二烯连接的BODIPY二聚体（4）。由于4中BODIPY发色团的-扩展结构，在近红外（NIR）区域出现了特征性的宽吸收带。在光激发下，观察到环境依赖的荧光光谱特征。荧光响应随溶剂，粘度和温度而变化，这被认为是源于在其他刚性丁二烯桥二聚体4的共面和扭曲的构象之间的构象变化。因此，BODIPY二聚体4有望成为一种新型的近红外荧光材料，用于制备响应生物组织中不同粘性环境的探针。
A hitherto unknown butadiyne-linked BODIPY dimer (4) has been synthesized under the conventional Glaser coupling reaction conditions using the ethynyl-substituted pyrrolyl-BODIPY (2) prepared by gold-catalyzed C-H alkynylation. Due to the-extended structure of the BODIPY chromophore in4, a characteristic broad absorption band in the near-infrared (NIR) region has emerged. Upon photoexcitation, the environment-dependent fluorescence spectral features were observed. The fluorescent response varied with solvents, viscosity, and temperature, which was found to originate from the conformational changes between the coplanar and twisted conformers in the otherwise rigid butadiyne-bridged dimer4. Therefore, the BODIPY dimer4would be a potential NIR fluorescence material for use in the probes responding to the distinct viscous environment in biological tissues.