4.8 Article

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

期刊

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 13, 页码 5057-5064

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AMER CHEMICAL SOC
DOI: 10.1021/ja413018f

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资金

  1. National Foundation of Natural Science in China [21072123, 21272145]
  2. Fundamental Research Funds for the Central Universities [GK261001095]
  3. Innovation Funds of Graduate Programs, SNU [2010CXB002]
  4. Innovative Research Team in University of China [IRT 1070]

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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 g-conjugated molecules and supramolecular architectures because of the modifiable and symmetrical decorations.

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