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Divergent Synthesis of Heteroatom‐Centered 4,8,12‐Triazatriangulenes


The increasing attention devoted to triangulenes and their heteroatom derivatives inspired us to explore a divergent synthesis of heteroatom‐centered 4,8,12‐triazatriangulenes, which involved the preparation of a nitrogen‐containing macrocyclic precursor and subsequent central heteroatom introduction by electrophilic C−Li and C−H substitution. The boron‐centered triangulene has a planar structure unlike the bowl‐shaped phosphorus‐ and silicon‐centered triangulenes. The described synthetic procedure can be used to fabricate a broad range of attractive functional materials, for example, for organic light‐emitting diodes, based on heteroatom‐centered triangulenes.

Qual der Wahl: Bor‐, Phosphor‐ und Silicium‐zentrierte 4,8,12‐Triazatriangulene wurden synthetisiert. Die effiziente Einbindung des Heteroatoms in eine stickstoffhaltige makrocyclische Vorstufe durch elektrophile C‐Li‐ und C‐H‐Substitution (siehe Schema) ist ein Schlüsselschritt der Synthese.

Authors:   Soichiro Nakatsuka, Hajime Gotoh, Keisuke Kinoshita, Nobuhiro Yasuda, Takuji Hatakeyama
Journal:   Angewandte Chemie
Year:   2017
Pages:   n/a
DOI:   10.1002/ange.201701246
Publication date:   29-Mar-2017
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