Premium
Hierarchical Two‐Level Supramolecular Chirality of an Achiral Anthracene‐Based Tetracationic Nanotube in Water
Author(s) -
Nian Hao,
Cheng Lin,
Wang Ling,
Zhang Haiyang,
Wang Pinpin,
Li Yawen,
Cao Liping
Publication year - 2021
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.202105593
Subject(s) - chirality (physics) , supramolecular chemistry , supramolecular chirality , anthracene , intramolecular force , stereochemistry , intermolecular force , crystallography , nanotube , chemistry , circular dichroism , materials science , photochemistry , nanotechnology , crystal structure , molecule , physics , organic chemistry , chiral symmetry , quantum mechanics , carbon nanotube , nambu–jona lasinio model , quark
Abstract Herein, we report an achiral anthracene‐based tetracationic nanotube ( 1 ⋅4Cl − ) that shows two levels of supramolecular chirality: namely, conformationally adaptive host–guest complexation with nucleoside triphosphates (e.g. ATP, GTP, CTP, and UTP) and twisted packing of the chiral host–guest complexes in water. Interestingly, achiral 1 ⋅4Cl − exhibits chiral recognition for ATP/GTP and CTP/UTP through structural transformation of its intramolecular M ‐ and P ‐twisted conformation as the first level of supramolecular chirality, which leads to adaptive chirality with opposite CD responses. Furthermore, the formation of chiral M ‐ 1 ⋅4Cl − ⊃ATP can promote an intermolecular P ‐twisted dimeric packing of anthracene rings as the second level of supramolecular chirality to achieve assembled chirality with strong circularly polarized luminescence arising from the excimer ((+)‐CPL, g lum ≈10 −2 ) in water.