Organized Aggregation Makes Insoluble Perylene Diimide Efficient for the Reduction of Aryl Halides via Consecutive Visible Light-Induced Electron-Transfer Processes,Journal of the American Chemical Society

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Organized Aggregation Makes Insoluble Perylene Diimide Efficient for the Reduction of Aryl Halides via Consecutive Visible Light-Induced Electron-Transfer Processes
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2016-03-15 , DOI: 10.1021/jacs.5b12931
Le Zeng _{1,

2} , Tao Liu _{1,

2} , Cheng He _{1,

2} , Dongying Shi _{1,

2} , Feili Zhang _{1,

2} , Chunying Duan _{1,

2}

Affiliation

The consecutive photo-induced electron-transfer (conPET) process found with perylene diimide (PDI) overcomes the limitation of visible-light photocatalysis and sheds light on effective solar energy conversion. By the incorporation of PDI into a metal-organic polymer Zn-PDI, a heterogeneous approach was achieved to tackle the poor solubility and strong tendency to aggregate of PDIs that restricted the exploitation of this outstanding homogeneous process. The interplay between metal-PDI coordination and π···π stacking of the organized PDI arrays in Zn-PDI facilitates the conPET process for the visible light-driven reduction of aryl halides by stabilizing the radical-anion intermediate and catalyst-substrate interacted moiety. These synergistic effects between the PDI arrays and Zn sites further render Zn-PDI photoactivity for fundamental oxidation of benzyl alcohols and amines. The tunable and modular nature of the two-dimensional metal-organic polymers makes the catalyst-embedding strategy promising for the development of ideal photocatalysts toward the better utilization of solar energy.

中文翻译：

有组织的聚集使不溶性苝二亚胺通过连续的可见光诱导电子转移过程有效减少芳基卤化物

使用苝二亚胺 (PDI) 发现的连续光致电子转移 (conPET) 过程克服了可见光光催化的局限性，并为有效的太阳能转换提供了线索。通过将 PDI 结合到金属有机聚合物 Zn-PDI 中，实现了一种异质方法来解决 PDI 溶解性差和聚集的强烈趋势，这限制了这种出色的均相过程的开发。金属-PDI 配位与 Zn-PDI 中有序 PDI 阵列的 π…π 堆叠之间的相互作用通过稳定自由基-阴离子中间体和催化剂-底物相互作用部分促进了 conPET 过程，用于可见光驱动的芳基卤化物还原. PDI 阵列和 Zn 位点之间的这些协同作用进一步呈现 Zn-PDI 光活性，用于苯甲醇和胺的基本氧化。二维金属有机聚合物的可调性和模块化特性使得催化剂嵌入策略有望开发出理想的光催化剂，以更好地利用太阳能。

更新日期：2016-03-15

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