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Reversible Heterochiral Aggregation/Dissociation of Bis(2‐hydroxyphenyl)diamides Driven by UV/Vis Irradiation
Author(s) -
Nojiri Akihiro,
Kumagai Naoya,
Shibasaki Masakatsu
Publication year - 2012
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.201106832
Subject(s) - azobenzene , photoisomerization , dissociation (chemistry) , irradiation , chemistry , photochemistry , dissolution , isomerization , molecule , organic chemistry , catalysis , physics , nuclear physics
Light to dissolve : ( R )‐ and ( S )‐diamides bearing a hydrogen‐bonding framework (red in picture) and a trans ‐azobenzene unit (blue) form an insoluble heterochiral aggregate, which can be dissolved by photoisomerization of the azobenzene unit to the cis conformation by UV irradiation (365 nm). The insoluble aggregate was formed again by subsequent irradiation with visible light (>422 nm). The precipitation and dissolution is manifestly reversible.