Collaborative Innovation Center of Chemistry for Energy Materials, State Key Laboratory for Physical Chemistry of Solid Surfaces, and Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, 361005, Xiamen, China.
Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128, Mainz, Germany.
Nat Commun. 2018 May 15;9(1):1901. doi: 10.1038/s41467-018-04321-6.
Conjugation of nanographenes (NGs) with electro-active molecules can establish donor-acceptor π-systems in which the former generally serve as the electron-donating moieties due to their electronic-rich nature. In contrast, here we report a series of reversed donor-acceptor structures are obtained by C-N coupling of electron-deficient perchlorinated NGs with electron-rich anilines. Selective amination at the vertexes of the NGs is unambiguously shown through X-ray crystallography. By varying the donating ability of the anilino groups, the optical and assembly properties of donor-acceptor NGs can be finely modulated. The electron-deficient concave core of the resulting conjugates can host electron-rich guest molecules by intermolecular donor-acceptor interactions and gives rise to charge-transfer supramolecular architectures.
通过将富电子的苯胺与缺电子的全氯萘并[1,2-b:5,6-b']二呋喃（NGs）进行 C-N 偶联，得到了一系列反转给体-受体结构。通过 X 射线晶体学清楚地表明了 NGs 顶点处的选择性胺化。通过改变苯胺基团的供电子能力，可以精细调节给体-受体 NGs 的光学和组装性质。所得共轭物的电子缺馅的凹心核可以通过分子间给体-受体相互作用容纳富电子客体分子，并产生电荷转移超分子结构。
