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首页> 外文期刊>Chemistry: A European journal >Energy-Funneling-Based Broadband Visible-Light-Absorbing Bodipy–C_(60) Triads and Tetrads as Dual Functional Heavy-Atom-Free Organic Triplet Photosensitizers for Photocatalytic Organic Reactions
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Energy-Funneling-Based Broadband Visible-Light-Absorbing Bodipy–C_(60) Triads and Tetrads as Dual Functional Heavy-Atom-Free Organic Triplet Photosensitizers for Photocatalytic Organic Reactions

机译：基于能量漏斗的宽带可见光吸收Bodipy–C_（60）三合一和Tetrad作为双功能重无原子有机三重态光敏剂，用于光催化有机反应

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摘要

C_(60)–bodipy triads and tetrads based on the energy-funneling effect that show broadband absorption in the visible region have been prepared as novel triplet photosensitizers. The new photosensitizers contain two or three different light-harvesting antennae associated with different absorption wavelengths, resulting in a broad absorption band (450–650 nm). The panchromatic excitation energy harvested by the bodipy moieties is funneled into a spin converter (C_(60)), thus ensuring intersystem crossing and population of the triplet state. Nanosecond time-resolved transient absorption and spin density analysis indicated that the T1 state is localized on either C_(60) or the antennae, depending on the T1 energy levels of the two entities. The antennalocalized T_1 state shows a longer lifetime (τ_T=132.9 ms) than the C_(60)-localized T_1 state (ca. 27.4 ms). We found that the C_(60) triads and tetrads can be used as dual functional photocatalysts, that is, singlet oxygen (~1O_2) and superoxide radical anion (O_2~(?-)) photosensitizers. In the photooxidation of naphthol to juglone, the ~1O_2 photosensitizing ability of the C_(60) triad is a factor of 8.9 greater than the conventional triplet photosensitizers tetraphenylporphyrin and methylene blue. The C_(60) dyads and triads were also used as photocatalysts for O_2~(?-)-mediated aerobic oxidation of aromatic boronic acids to produce phenols. The reaction times were greatly reduced compared with when [Ru(bpy)_3Cl_2] was used as photocatalyst. Our study of triplet photosensitizers has shown that broadband absorption in the visible spectral region and long-lived triplet excited states can be useful for the design of new heavyatom- free organic triplet photosensitizers and for the application of these triplet photosensitizers in photo-organocatalysis.
机译：基于能量漏斗效应的C_（60）-三联体和四联体是新型的三重态光敏剂，它们在可见光区显示出宽带吸收。新的光敏剂包含两个或三个不同的光收集触角，它们具有不同的吸收波长，从而产生较宽的吸收带（450-650 nm）。由身体部位收集的全色激发能被漏斗进入自旋转换器（C_（60）），从而确保了系统间的交叉和三重态的填充。纳秒级的时间分辨瞬态吸收和自旋密度分析表明，T1状态取决于两个实体的T1能级，位于C_（60）或触角上。天线本地化的T_1状态比C_（60）本地化的T_1状态（约27.4 ms）显示更长的寿命（τ_T= 132.9 ms）。我们发现C_（60）三联体和四联体可以用作双功能光催化剂，即单线态氧（〜1O_2）和超氧自由基阴离子（O_2〜（α-））光敏剂。在萘酚向朱酮的光氧化中，C_（60）三联体的〜1O_2光敏能力比传统的三重态光敏剂四苯基卟啉和亚甲基蓝高8.9倍。 C_（60）二元组和三元组也用作光催化剂，用于O_2〜（α-）介导的芳香族硼酸的好氧氧化，生成苯酚。与[Ru（bpy）_3Cl_2]用作光催化剂相比，反应时间大大减少。我们对三重态光敏剂的研究表明，可见光谱区域中的宽带吸收和长寿命的三重态激发态可用于设计新型无重原子的有机三重态光敏剂，并将这些三重态光敏剂用于光有机催化。

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