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Synthesis and Opto-electronic Properties of BODIPY o-OPhos Systems
Photochemistry and Photobiology ( IF 2.6 ) Pub Date : 2020-07-28 , DOI: 10.1111/php.13306 Thipanni Anitha 1, 2 , Madoori Mrinalini 2, 3 , Damera Vani 1, 2 , Seelam Prasanthkumar 2, 3 , Kallu Rajender Reddy 1, 2 , Lingamallu Giribabu 2, 3
Photochemistry and Photobiology ( IF 2.6 ) Pub Date : 2020-07-28 , DOI: 10.1111/php.13306 Thipanni Anitha 1, 2 , Madoori Mrinalini 2, 3 , Damera Vani 1, 2 , Seelam Prasanthkumar 2, 3 , Kallu Rajender Reddy 1, 2 , Lingamallu Giribabu 2, 3
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Herein, we report the versatile synthetic strategy and opto‐electronic properties for the phosphorylation of BODIPY derivatives 5aa‐5ak by substituting with an electron‐donating/withdrawing group at the ortho position. Nevertheless, this new methodology relatively promotes the tolerance of the aldehyde moiety and the high yield for the synthesis of BODIPY o‐OPhos derivatives. The photophysical studies suggest improved optical properties due to the inductive effect of various electron‐donating/withdrawing groups. The UV‐visible and the emission data suggest that BODIPY o‐OPhos derivatives emphasize the property of the excited states with an increase in fluorescence intensity and high quantum yields due to the presence of bulky phospsho‐triester at the meso‐ position which hinders the free rotation around the C‐Ar bond and facilitates the development of OLEDs and various organophosphorus warfare agents. Electrochemical studies reveal 5ak depicts the ease of redox activity amongst the 5aa‐5ak derivatives. The density functional theory indicates the highest occupied molecular orbital on the BODIPY moiety whereas the lowest unoccupied molecular orbital delocalized on BODIPY and the phospho‐triester moieties. Thus, the unique development of the novel BODIPY derivatives with improved optical and redox properties pave the way for fluorescent probes and bioimaging techniques.
中文翻译：
BODIPY o-OPhos 系统的合成和光电特性
在此，我们报告了通过在邻位取代给电子/吸电子基团来磷酸化 BODIPY 衍生物 5aa-5ak 的通用合成策略和光电特性。然而，这种新方法相对促进了醛部分的耐受性和合成 BODIPY o-OPhos 衍生物的高产率。光物理研究表明，由于各种给电子/吸电子基团的诱导作用，光学性能得到改善。紫外-可见光和发射数据表明 BODIPY o-OPhos 衍生物强调激发态的性质，荧光强度增加，量子产率高，这是由于在中间位存在大量的磷酸三酯，阻碍了自由围绕 C-Ar 键旋转并促进 OLED 和各种有机磷战剂的开发。电化学研究表明，5ak 描述了 5aa-5ak 衍生物之间氧化还原活性的容易程度。密度泛函理论表明 BODIPY 部分上占据的分子轨道最高，而 BODIPY 和磷酸三酯部分上的最低未占据分子轨道离域。因此，
更新日期：2020-07-28
中文翻译：
BODIPY o-OPhos 系统的合成和光电特性
在此，我们报告了通过在邻位取代给电子/吸电子基团来磷酸化 BODIPY 衍生物 5aa-5ak 的通用合成策略和光电特性。然而，这种新方法相对促进了醛部分的耐受性和合成 BODIPY o-OPhos 衍生物的高产率。光物理研究表明，由于各种给电子/吸电子基团的诱导作用，光学性能得到改善。紫外-可见光和发射数据表明 BODIPY o-OPhos 衍生物强调激发态的性质，荧光强度增加，量子产率高，这是由于在中间位存在大量的磷酸三酯，阻碍了自由围绕 C-Ar 键旋转并促进 OLED 和各种有机磷战剂的开发。电化学研究表明，5ak 描述了 5aa-5ak 衍生物之间氧化还原活性的容易程度。密度泛函理论表明 BODIPY 部分上占据的分子轨道最高，而 BODIPY 和磷酸三酯部分上的最低未占据分子轨道离域。因此，
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