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Triazacoronene Derivatives with Three peri ‐Benzopyrano Extensions: Synthesis, Structure, and Properties
Author(s) -
Liu Bo,
Shi Donghui,
Yang Yihui,
Liu Dayong,
Li Ming,
Liu Ernu,
Wang Xiaogang,
Zhang Qiang,
Yang Mingyu,
Li Jing,
Shi Xianying,
Wang Wenliang,
Wei Junfa
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701386
Subject(s) - chemistry , trimer , tandem , thermal stability , triflic acid , solubility , electrophilic aromatic substitution , peri , combinatorial chemistry , stereochemistry , catalysis , organic chemistry , dimer , materials science , composite material , philosophy , theology
New π‐extended triazacoronene derivatives containing three peri ‐benzopyrano extensions were successfully synthesized through tandem triflic acid catalyzed threefold Pictet–Spengler cyclization and K 2 CO 3 ‐catalyzed ipso ‐aromatic substitution in one pot. The structure was verified by X‐ray diffraction analysis and was found to form a sandwich‐type π trimer in the crystalline state. The π‐extended triazacoronenes showed reasonable solubility, high thermal stability, and remarkably repeatable electroluminescent emissions.