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Blurring the Lines between Host and Guest: A Chimeric Receptor Derived from Cucurbituril and Triptycene
Author(s) -
Lu Xiaoyong,
Samanta Soumen K.,
Zavalij Peter Y.,
Isaacs Lyle
Publication year - 2018
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.201803132
Subject(s) - cucurbituril , triptycene , host (biology) , chemistry , nanotechnology , biology , materials science , crystallography , supramolecular chemistry , ecology , crystal structure
Abstract We report the synthesis and X‐ray crystal structure of a cucurbituril–triptycene chimeric receptor ( 1 ). Host 1 binds to guests typical of CB[6]–CB[8], but also binds to larger guests such as blue box ( 20 ) and the Fujita square ( 22 ). Intriguingly, the geometries of the 1 ⋅ 20 and 1 ⋅ 22 complexes blur the lines between host and guest in that both components fulfill both roles within each complex. The fluorescence output of 1 is fully quenched by the formation of complexes with pyridinium‐derived guests.