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Akihiro Nojiri, Dr. Naoya Kumagai and Prof. Dr. Masakatsu Shibasaki Reversible Heterochiral Aggregation/Dissociation of Bis(2-hydroxyphenyl)diamides Driven by UV/Vis Irradiation Angewandte Chemie International Edition 51

Article first published online: 19 JAN 2012 | DOI: 10.1002/anie.201106832

Thumbnail image of graphical abstract

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.

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