Reversible heterochiral aggregation/dissociation of bis(2-hydroxyphenyl) diamides driven by UV/Vis irradiation

Akihiro Nojiri, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)2137-2141
Number of pages5
JournalAngewandte Chemie - International Edition
Volume51
Issue number9
DOIs
Publication statusPublished - 2012 Feb 27
Externally publishedYes

Keywords

  • azobenzene
  • dynamic aggregation
  • hydrogen bonds
  • photochromism
  • self-assembly

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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