Preparation of a Multicarbazole‐Based Nanocapsule Capable of Largely Modulating Guest Spectroscopic Properties in Water

A nanocapsule composed of multiple carbazole panels (ca. 12 panels) was quantitatively generated from bent carbazole‐based amphiphiles in water. Unlike previously reported macrocycles and coordination cages bearing several carbazole panels, the resultant nanocapsule displays enhanced emissivity and...

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Bibliographic Details
Published in:Angewandte Chemie 2021-05, Vol.133 (19), p.10646-10650
Main Authors: Kudo, Kohi, Ide, Tomohito, Kishida, Natsuki, Yoshizawa, Michito
Format: Article
Language:English
Subjects:
Absorption
absorption bands
Absorption spectra
amphiphilic molecules
Boron
Carbazole
Carbazoles
Chemistry
Coumarin
Dimers
Dyes
Electrochemistry
Emissivity
Encapsulation
Excimers
nanocapsules
Panels
Spectroscopy
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Summary:A nanocapsule composed of multiple carbazole panels (ca. 12 panels) was quantitatively generated from bent carbazole‐based amphiphiles in water. Unlike previously reported macrocycles and coordination cages bearing several carbazole panels, the resultant nanocapsule displays enhanced emissivity and improved electrochemical stability as compared with the monomeric amphiphile. The spectroscopic properties of substituted coumarin and boron‐dipyrromethene dyes can be modulated upon encapsulation by the nanocapsule in water. In the cavity, a highly blue‐shifted absorption band is observed from largely twisted coumarin dyes and two absorption bands are found from boron‐dipyrromethene dimers stacked in an unusual L‐shaped fashion. Moreover, the encapsulated dimers exhibit unique excimer‐like emission. A nanocapsule composed of multiple carbazole panels was formed from bent carbazole‐based amphiphiles in water. The capsule displayed enhanced emissivity, improved electrochemical stability, and unique host abilities toward substituted dyes. Notably, a highly blue‐shifted absorption band from twisted coumarin dyes and two absorption bands from boron‐dipyrromethene dimers stacked in an unusual L‐shaped fashion were observed in the cavity.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.202102043