Towards Nonalternant Nanographenes by Self‐Promoted Intramolecular Indenoannulation Cascade via C‐F bond Activationстатья
Статья опубликована в высокорейтинговом журнале
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Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 6 февраля 2020 г.
Аннотация:Large polycyclic aromatic hydrocarbons (PAHs) containing pentagons
represent an important class of compounds which 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. We demonstrate that the unique nature of the reaction
leads to a rather counter-intuitive outcome and allows considering each previous
ArylAryl coupling as a promoter of the following ones, despite continuously
increasing strain energy. Thus, the presented strategy combines both facile
synthesis and significant yields for large nonalternant PAHs and NGs.