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Facile Bottom-Up Synthesis of Coronene-based 3‑Fold Symmetrical and Highly Substituted Nanographenes from Simple Aromatics

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journal contribution
posted on 02.04.2014, 00:00 authored by Qiang Zhang, Hanqing Peng, Guishan Zhang, Qiongqiong Lu, Jian Chang, Yeye Dong, Xianying Shi, Junfa Wei
A facile and efficient self-sorting assemble (CSA) strategy has been paved for bottom-up construction of the 3-fold symmetrical and highly substituted hexa-cata-hexabenzocoronenes (c-HBCs), the trithieno analogues, and larger disc-shaped PAHs from simple chemicals using benzylic carbons as tenon joints and a novel FeCl3-mediated AAA process as a key step. The structures of the as-prepared c-HBCs and related NGs were clearly identified by spectral analyses and X-ray crystallographic studies. Moreover, these can be envisaged to serve as new launching platforms for the construction of larger and more complex π-conjugated molecules and supramolecular architectures because of the modifiable and symmetrical decorations.