Stringing the Perylene Diimide Bow.,Angewandte Chemie International Edition

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Stringing the Perylene Diimide Bow.
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2020-06-03 , DOI: 10.1002/anie.202004989
Taifeng Liu ₁ , Jingjing Yang ₂ , Florian Geyer ₂ , Felisa S Conrad-Burton ₂ , Raúl Hernández Sánchez ₂ , Hexing Li ₁ , Xiaoyang Zhu ₂ , Colin P Nuckolls ₂ , Michael L Steigerwald ₂ , Shengxiong Xiao ₁

Affiliation

This study explores a new mode of contortion in perylene diimides where the molecule is bent, like a bow, along its long axis. These bowed PDIs were synthesized through a facile fourfold Suzuki macrocyclization with aromatic linkers and a tetraborylated perylene diimide that introduces strain and results in a bowed structure. By altering the strings of the bow, the degree of bending can be controlled from flat to highly bent. Through spectroscopy and quantum chemical calculations, it is demonstrated that the energy of the lowest unoccupied orbital can be controlled by the degree of bending in the structures and that the energy of the highest occupied orbital can be controlled to a large extent by the constitution of the aromatic linkers. The important finding is that the bowing results not only in red‐shifted absorptions but also more facile reductions.

中文翻译：

弦the二酰亚胺弓。

这项研究探索了per二酰亚胺扭曲的一种新模式，该分子沿长轴弯曲成弓形。这些弓形的PDI是通过具有芳香族连接基和四硼酸化per二酰亚胺的四倍铃木大环化合成的，该四环硼化per二酰亚胺会引入应变并导致弓形结构。通过改变弓的弦，可以将弯曲程度从平直弯曲到高度弯曲。通过光谱学和量子化学计算，表明可以通过结构的弯曲程度来控制最低未占据轨道的能量，并且可以通过最大程度地控制最高占据轨道的能量。芳族接头。

更新日期：2020-08-10

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