Selective switching of multiple azobenzenes

Multi-state photoswitchable compounds are highly attractive for application in data storage or multi-responsive materials. In this work, a trisazobenzene macrocycle capable of three-state isomerization is presented. The compound can be switched into each of the states with more than 70% of the isome...

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Published inChemical science (Cambridge) Vol. 1; no. 31; pp. 7418 - 7425
Main Authors Heindl, Andreas H, Becker, Jonathan, Wegner, Hermann A
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.08.2019
Royal Society of Chemistry
Subjects
Chemistry
Chemistry, Multidisciplinary
Crystal structure
Crystallography
Data storage
Isomerization
NMR
Nuclear magnetic resonance
Physical Sciences
Science & Technology
STORAGE
LONDON DISPERSION
DESIGN
PHOTOISOMERIZATION
CIS-TRANS ISOMERIZATION
CRYSTAL-STRUCTURE
PHOTOCHEMISTRY
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Summary:Multi-state photoswitchable compounds are highly attractive for application in data storage or multi-responsive materials. In this work, a trisazobenzene macrocycle capable of three-state isomerization is presented. The compound can be switched into each of the states with more than 70% of the isomer solely by light and heat as stimuli representing the first example for an oligo-azobenzene containing identical photochromic units which can be selectively adressed. Detailed spectroscopic, crystallographic, HPLC as well as computational investigations and the comparison to a less and a higher strained derivative revealed macrocyclic ring strain to be responsible for the compounds unique isomerization behavior. Multi-state photoswitchable compounds are highly attractive for application in data storage or multi-responsive materials. Herein, a trisazobenzene macrocycle is presented, which can be switched selectively into three individual states.
Bibliography:See DOI
10.1039/c9sc02347j
1-3
Electronic supplementary information (ESI) available: Experimental details, analytical data, NMR spectra and computational data are provided (PDF). X-ray crystal structure data for
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ISSN:2041-6520
2041-6539
DOI:10.1039/c9sc02347j