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N‐Doping of Polyaromatic Capsules: Small Cavity Modification Leads to Large Change in Host–Guest Interactions
Author(s) -
Dobashi Hiroki,
Catti Lorenzo,
Tanaka Yuya,
Akita Munetaka,
Yoshizawa Michito
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.202004168
Subject(s) - heteroatom , chemistry , pyridine , dimer , doping , metal ions in aqueous solution , ion , photochemistry , materials science , organic chemistry , alkyl , optoelectronics
To gain insight into the host functions of a nanocavity encircled by both polyaromatic panels and heteroatoms, nitrogen‐doped polyaromatic capsules were successfully synthesized from metal ions and pyridine‐embedded, bent anthracene‐based ligands. The new capsules display unique host–guest interactions in the isolated cavities, which are distinct from those of the undoped analogues. Besides the inclusion of Ag + ions, the large absorption change of fullerene C 60 and altered emission of a BODIPY dimer are observed upon encapsulation by the present hosts. Moreover, the N‐doped capsule exhibits specific binding ability toward progesterone and methyltestosterone, known as a natural female and synthetic male hormone, respectively, in water.