Computational design of a molecular triple photoswitch for wavelength-selective control

Abstract

meta-Trisazobenzenes allow for wavelength-selective photo-switching of the individual azobenzene branches.

Starazo triple switches – synthesis of unsymmetrical 1,3,5-tris(arylazo)benzenes

“…By combining these approaches, half-lives can be tuned from milliseconds to years. [11,12] and present work.…”

“…Despite their successful synthesis, using Pd-catalyzed coupling reactions of aryl halides and arylhydrazides [11] followed by Cu(I)-mediated oxidation, the photochemical properties of such compounds have not been studied yet. Going one step further, this type of compounds could be substituted in an unsymmetrical way with different azo units, which allowed individual switching using light of different wavelengths [12]. These compounds were then investigated theoretically by Dreuw and co-workers, who suggested tris(arylazo)benzene 2 ( Figure 1) to feature spectrally separated absorption bands for each AB branch.…”

“…Motivated by the promising theoretical results by Dreuw and co-workers [12], an efficient synthetic strategy for asymmetric tris(arylazo)benzenes 3 was developed. With an efficient preparative access, this highly interesting class of multistate photoswitches would be accessible for detailed spectroscopic investigations, leading to fundamental insights applicable to the design of intelligent photoresponsive materials.…”

Molekulare Photochemie: Moderne Entwicklungen in der theoretischen Chemie

“…In Fällen, in denen statische Korrelationsenergie nur eine untergeordnete Rolle spielt, kçnnen diese Methoden eine sehr gute Genauigkeit bei hoher Nutzerfreundlichkeit erreichen. Entsprechend ist es nicht verwunderlich, dass diese Methoden -i nsbesondere TD-DFT,a ber zunehmend auch ADC und CC -h äufig begleitend in vielen experimentellen Untersuchungen [86][87][88][89] eingesetzt werden. Dabei sollten an dieser Stelle noch vielversprechende Studien erwähnt werden, nach denen man konische Durchschneidungen zwischen Grundzustand und angeregten Zuständen ebenso wie solche zwischen zwei angeregten Zuständen auf korrekte Weise mit CC-basierten Methoden beschreiben kann.…”

Aminoazobenzene@Ag modified meshes with large extent photo-response: towards reversible oil/water removal from oil/water mixtures

“…Azo compounds, with their excellent cis-trans isomerism properties, have become star molecules for fabricating photoresponsive surfaces. [22][23][24][25] Most of the azo compounds can realize molecular structure changes under UV and visible light. And the intricate mechanism of azo isomerization has been extensively studied in the past few decades.…”