Journal ArticleDOI
o-Fluoroazobenzenes as Readily Synthesized Photoswitches Offering Nearly Quantitative Two-Way Isomerization with Visible Light
TLDR
These new azobenzene derivatives can be switched in both ways with high photoconversions, and their Z-isomers display a remarkably long thermal half-life.Abstract:
Azobenzene functionalized with ortho-fluorine atoms has a lower energy of the n-orbital of the Z-isomer, resulting in a separation of the E and Z isomers' n→π* absorption bands. Introducing para-substituents allows for further tuning of the absorption spectra of o-fluoroazobenzenes. In particular, electron-withdrawing ester groups give rise to a 50 nm separation of the n→π* transitions. Green and blue light can therefore be used to induce E→Z and Z→E isomerizations, respectively. The o-fluoroazobenzene scaffold is readily synthesized and can be inserted into larger structures via its aryl termini. These new azobenzene derivatives can be switched in both ways with high photoconversions, and their Z-isomers display a remarkably long thermal half-life.read more
Citations
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Journal ArticleDOI
The Halogen Bond
Gabriella Cavallo,Pierangelo Metrangolo,Pierangelo Metrangolo,Roberto Milani,Tullio Pilati,Arri Priimagi,Giuseppe Resnati,Giancarlo Terraneo +7 more
TL;DR: The specific advantages brought up by a design based on the use of the halogen bond will be demonstrated in quite different fields spanning from material sciences to biomolecular recognition and drug design.
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Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions
TL;DR: An overview of Pd-catalyzed N-arylation reactions found in both basic and applied chemical research from 2008 to the present is provided.
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Reversible Photocontrol of Biological Systems by the Incorporation of Molecular Photoswitches
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Photopharmacology: Beyond Proof of Principle
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Visible-Light-Activated Molecular Switches.
David Bléger,Stefan Hecht +1 more
TL;DR: This review provides a summary of the different conceptual strategies for addressing molecular switches in the visible and near-infrared regions of the optical spectrum and tremendously extend the scope of photoswitchable systems for future applications and technologies.
References
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Journal ArticleDOI
Photoisomerization in different classes of azobenzene
TL;DR: This critical review details the studies completed to date on the 3 main classes of azobenzene derivatives and explains the mechanism behind the isomerization mechanism.
Journal ArticleDOI
The Effect of Structure upon the Reactions of Organic Compounds. Benzene Derivatives
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Azobenzene photoswitches for biomolecules.
TL;DR: This critical review summarizes key properties of azobenzene that enable its use as a photoswitch in biological systems and describes strategies for using azobensene photoswitches to drive functional changes in peptides, proteins, nucleic acids, lipids, and carbohydrates.