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Frontispiece: Photoswitchable Carbohydrate‐Based Macrocyclic Azobenzene: Synthesis, Chiroptical Switching, and Multistimuli‐Responsive Self‐Assembly
Author(s) -
Lin Chaoqi,
Maisonneuve Stéphane,
Métivier Rémi,
Xie Juan
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201786063
Subject(s) - azobenzene , supramolecular chemistry , supramolecular chirality , chirality (physics) , photoisomerization , chemistry , self assembly , thermal stability , molecular switch , liquid crystalline , stereochemistry , crystallography , molecule , isomerization , catalysis , crystal structure , organic chemistry , polymer , nambu–jona lasinio model , chiral symmetry breaking , physics , quantum mechanics , quark
A switchable carbohydrate‐embedded macrocyclic supramolecular gelator has been generated by a one‐pot O ‐alkylation mediated macrocyclization approach. The synthesized azobenzene‐based glycomacrocycle can be reversibly isomerized between E and Z isomers upon light irradiation with excellent photostability and thermal stability ( t 1/2 =51 days at 20 °C for the Z isomer). The macrocycle showed chirality transfer, multistimuli‐responsive organogel formation behavior upon exposure to external triggers, and helical inversion during the self‐assembly and gel formation. For more details, see the Communication by J. Xie et al. on page 14996 ff.