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Tiara[5]arenes: Synthesis, Solid‐State Conformational Studies, Host–Guest Properties, and Application as Nonporous Adaptive Crystals
Author(s) -
Yang Weiwei,
Samanta Kushal,
Wan Xintong,
Thikekar Tushar Ulhas,
Chao Yang,
Li Shunshun,
Du Ke,
Xu Jun,
Gao Yan,
Zuilhof Han,
Sue Andrew C.H.
Publication year - 2020
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.201913055
Subject(s) - pillar , benzene , solid state , cyclohexane , host–guest chemistry , phenol , chemistry , porosity , porous medium , macromolecule , materials science , nanotechnology , chemical engineering , molecule , organic chemistry , supramolecular chemistry , engineering , biochemistry , structural engineering
Tiara[5]arenes (T[5]s), a new class of five‐fold symmetric oligophenolic macrocycles that are not accessible from the addition of formaldehyde to phenol, were synthesized for the first time. These pillar[5]arene‐derived structures display both unique conformational freedom, differing from that of pillararenes, with a rich blend of solid‐state conformations and excellent host–guest interactions in solution. Finally we show how this novel macrocyclic scaffold can be functionalized in a variety of ways and used as functional crystalline materials to distinguish uniquely between benzene and cyclohexane.