Towards Nonalternant Nanographenes through Self-Promoted Intramolecular Indenoannulation Cascade by C−F Bond Activation

Akhmetov V, Feofanov M, Papaianina O, Troyanov S, Amsharov K (2019)


Publication Type: Journal article

Publication year: 2019

Journal

DOI: 10.1002/chem.201902586

Abstract

Large polycyclic aromatic hydrocarbons (PAHs) containing pentagons represent an important class of compounds that are considered to be superior materials in future nano-electronic applications. From this perspective, the development of synthetic approaches to large PAHs and nanographenes (NGs) is a matter of great importance. In this context indenoannulation appears to be the most practical way to introduce pentagons into NGs. Here we report that alumina-mediated C−F bond activation is an attractive tool for the synthesis of non-alternant NGs bearing several pentagons. The unique nature of the reaction leads to a rather counter-intuitive outcome and allows considering each previous aryl–aryl coupling as a promoter of the following one, despite the continuous increase in the strain energy. Thus, the presented strategy combines both facile synthesis and significant yields for large nonalternant PAHs and NGs.

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How to cite

APA:

Akhmetov, V., Feofanov, M., Papaianina, O., Troyanov, S., & Amsharov, K. (2019). Towards Nonalternant Nanographenes through Self-Promoted Intramolecular Indenoannulation Cascade by C−F Bond Activation. Chemistry - A European Journal. https://dx.doi.org/10.1002/chem.201902586

MLA:

Akhmetov, Vladimir, et al. "Towards Nonalternant Nanographenes through Self-Promoted Intramolecular Indenoannulation Cascade by C−F Bond Activation." Chemistry - A European Journal (2019).

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