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Janusarene: A Homoditopic Molecular Host
Author(s) -
Li Tao,
Fan Luoyi,
Gong Hao,
Xia Zeming,
Zhu Yanpeng,
Jiang Nianqiang,
Jiang Long,
Liu Gaofeng,
Li Yang,
Wang Jiaobing
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.201705451
Subject(s) - pyrene , perylene , chemistry , fullerene , host (biology) , host–guest chemistry , molecule , crystal structure , crystallography , supramolecular chemistry , organic chemistry , ecology , biology
A homoditopic molecular host, janusarene, is presented that has two back‐to‐back compactly arranged nanocavities for guest complexation. The unique two‐face structural feature of janusarene allows it to bind and align various guest compounds concurrently, which include spherical pristine fullerene C 60 and planar polycyclic aromatic hydrocarbons (PAHs), such as pyrene, perylene, and 9,10‐dimethylanthracene. The host–guest interactions were characterized by single‐crystal X‐ray diffraction. A pairwise encapsulation of the PAH guests by janusarene enables PAH dimers to be obtained that deliver spectroscopic properties distinct from those of PAHs dissolved in solution, or in the bulk state. A monotopic control host was also synthesized and used to characterize the host–guest complexing behavior in solution.