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Divergent Synthesis of Heteroatom‐Centered 4,8,12‐Triazatriangulenes
Author(s) -
Nakatsuka Soichiro,
Gotoh Hajime,
Kinoshita Keisuke,
Yasuda Nobuhiro,
Hatakeyama Takuji
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201701246
Subject(s) - heteroatom , electrophile , boron , chemistry , silicon , combinatorial chemistry , organic chemistry , catalysis , ring (chemistry)
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.