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Nanographenes as electron-deficient cores of donor-acceptor systems.


ABSTRACT: Conjugation of nanographenes (NGs) with electro-active molecules can establish donor-acceptor ?-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.

SUBMITTER: Liu YM 

PROVIDER: S-EPMC5954131 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Nanographenes as electron-deficient cores of donor-acceptor systems.

Liu Yu-Min YM   Hou Hao H   Zhou Yan-Zhen YZ   Zhao Xin-Jing XJ   Tang Chun C   Tan Yuan-Zhi YZ   Müllen Klaus K  

Nature communications 20180515 1


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  ...[more]

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