Journal ArticleDOI
Photoisomerization in different classes of azobenzene
TLDR
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.Abstract:
Azobenzene undergoes trans → cisisomerization when irradiated with light tuned to an appropriate wavelength. The reverse cis →transisomerization can be driven by light or occurs thermally in the dark. Azobenzene's photochromatic properties make it an ideal component of numerous molecular devices and functional materials. Despite the abundance of application-driven research, azobenzene photochemistry and the isomerization mechanism remain topics of investigation. Additional substituents on the azobenzene ring system change the spectroscopic properties and isomerization mechanism. This critical review details the studies completed to date on the 3 main classes of azobenzene derivatives. Understanding the differences in photochemistry, which originate from substitution, is imperative in exploiting azobenzene in the desired applications.read more
Citations
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Stimuli-responsive supramolecular polymeric materials.
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References
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Journal ArticleDOI
Redox-Conjugated Reversible Isomerization of Ferrocenylazobenzene with a Single Green Light
TL;DR: Time-dependent density functional theory (TD-DFT) calculations for meta- and para-ferrcenylazobenzene showed that the origin of the visible band (MLCT band) is different, and the initial orbital for the MLCT is delocalized over Fe and the Cp ring, while that in meta-ferrocenylAZobenzenes is localized on the iron.
Journal ArticleDOI
Photoisomerization of Disperse Red 1 Studied with Transient Absorption Spectroscopy and Quantum Chemical Calculations
Mirosława Poprawa-Smoluch,Jacob Baggerman,Hong Zhang,Huub Maas,Luisa De Cola,Albert M. Brouwer +5 more
TL;DR: In this article, the photoisomerization of the push-pull substituted azo dye Disperse Red 1 was studied using femtosecond time-resolved absorption spectroscopy and other spectroscopic and computational techniques.
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Ab initio molecular dynamics simulation of photoisomerization in azobenzene in the nπ* state
Yusuke Ootani,Kiminori Satoh,Akira Nakayama,Takeshi Noro,Tetsuya Taketsugu,Tetsuya Taketsugu +5 more
TL;DR: AIMD simulations show that cis to trans isomerization occurs via two-step rotation mechanism, accompanying rotations of the central NN part and two phenyl rings, and this process can be classified into two types, namely, clockwise and counterclockwise rotation pathways.
Journal ArticleDOI
Intensely Fluorescent Azobenzenes: Synthesis, Crystal Structures, Effects of Substituents, and Application to Fluorescent Vital Stain
Junro Yoshino,Akiko Furuta,Tetsuya Kambe,Hiroaki Itoi,Naokazu Kano,Takayuki Kawashima,Yuzuru Ito,Makoto Asashima,Makoto Asashima +8 more
TL;DR: Application of fluorescent azobenzenes as a fluorescent vital stain for the visualization of living tissues was also investigated by microinjection into Xenopus embryos, suggesting these compounds are nontoxic towards embryos.
Journal ArticleDOI
Towards Photocontrol over the Helix–Coil Transition in Foldamers: Synthesis and Photoresponsive Behavior of Azobenzene‐Core Amphiphilic Oligo(meta‐phenylene ethynylene)s
Anzar Khan,Stefan Hecht +1 more
TL;DR: The design of such stimuli-responsive macromolecules, displaying large structural changes upon irradiation, should guide the design of future materials in, for example, "smart" delivery applications.