Gorai Sudip, Agrawal Richa, Ghosh Rajib, Mula Soumyaditya
Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai, 400085, India.
Homi Bhabha National Institute, Anushakti Nagar, Mumbai, 400094, India.
Chemistry. 2024 Dec 18;30(71):e202402669. doi: 10.1002/chem.202402669. Epub 2024 Nov 13.
We have synthesized two dyads (dyad 1 and 2) comprising of tetraarylpyrrolo[3,2-b]pyrrole (TAPP) and BODIPY. In dyad 1, two BODIPYs are directly connected with TAPP moiety whereas in dyad 2, BODIPYs are connected through phenylethynyl linkers. TAPP is a blue energy donor which is easy to synthesize and functionalize as compared to other well-known blue energy donors like pyrene, perylene etc. This is the first report of using TAPP as an energy donor in BODIPY based dyad molecules. Complete quenching of TAPP fluorescence in the dyads suggests fast energy transfer from TAPP to BODIPY unit (ETE~99.9 %). Ultrafast fluorescence and transient absorption spectroscopic studies of dyad 1 showed TAPP to BODIPY energy transfer in 125 fs (k=8.0×10 s) which is one of the fastest energy transfer events in BODIPY based dyad reported so far. Whereas, in dyad 2, energy transfer is almost four times slower (480 fs, k=2.1×10 s). These results were rationalized by theoretical Förster formulations. This study shows that suitably matched optical properties of TAPP and BODIPY dyes along with their easy syntheses will be the key to develop highly efficient energy transfer systems in future for multiple applications.
我们合成了两种由四芳基吡咯并[3,2 - b]吡咯（TAPP）和BODIPY组成的二元化合物（二元化合物1和2）。在二元化合物1中，两个BODIPY直接与TAPP部分相连，而在二元化合物2中，BODIPY通过苯乙炔连接基相连。TAPP是一种蓝色能量供体，与芘、苝等其他知名蓝色能量供体相比，它易于合成和功能化。这是首次报道在基于BODIPY的二元化合物分子中使用TAPP作为能量供体。二元化合物中TAPP荧光的完全猝灭表明能量从TAPP快速转移到BODIPY单元（能量转移效率~99.9%）。对二元化合物1的超快荧光和瞬态吸收光谱研究表明，TAPP到BODIPY的能量转移在125飞秒内完成（k = 8.0×10⁹ s⁻¹），这是迄今为止报道的基于BODIPY的二元化合物中最快的能量转移事件之一。而在二元化合物2中，能量转移几乎慢四倍（480飞秒，k = 2.1×10⁹ s⁻¹）。这些结果通过理论福斯特公式得到了合理的解释。这项研究表明，TAPP和BODIPY染料适当匹配的光学性质以及它们易于合成的特点将是未来开发用于多种应用的高效能量转移系统的关键。
