@article {https://doi.org/10.1002/chem.202104598,
	title = {Syntheses of Anthracene-centered Large PAH Diimides and Conjugated Polymers},
	journal = {Chem. Eur. J.},
	volume = {28},
	number = {n/a},
	year = {2022},
	pages = {e202104598},
	abstract = {Polycyclic aromatic hydrocarbon (PAH) structures with suitable electron-withdrawing groups are useful building blocks for developing optical and electron-transporting materials. Here, we report the application of double benzannulation processes to synthesize PAH diimides with enlarged π-frameworks featuring a central anthracene moiety. The processes are realized by copper-catalyzed [4+2] cycloaddition of ethynyl-substituted aromatic dicarobximide to 2,5-bis(phenylethynyl)terephthalaldehyde, followed by intramolecular photocyclization or direct arylation via Heck cross coupling. Specifically, A central symmetric benzo[1,2- k :4,5- k {\textquoteright}]-bis(fluoranthene)-3,4,12,13-tetracarboxyl diimide (BFDI) is acquired, with a single crystal revealing its completely planar polycyclic skeleton. Such a shape-persistent PAH expectedly exhibits a tendency to stack face-to-face and forms J-aggregates. Moreover, BFDI can be expediently difunctionalized site-selectively in reactive 9 and 10 positions of the anthracene unit and applied to prepare conjugated polymers. When coupled with 1,4-diketopyrrolo[3,4- c ]-pyrrole (DPP) via thiophene and dithiophene linkers, two significantly broadened absorption bands extended to the near-infrared regime appear, evidencing the effective π-conjugative extension ability of BFDI unit.},
	keywords = {4+2 cycloaddition, D-A polymer, Electron acceptor, J-aggregate, PAH diimide},
	doi = {https://doi.org/10.1002/chem.202104598},
	url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/chem.202104598},
	author = {Shi, Wenjing and Xiao Yang and Li, Xingye and Meng, Linghao and Zhang, Di and Zhu, Ziqi and Xiao Xiao and <strong>Zhao, Dahui*</strong>}
}
