Wavelength Selective Photocontrol of Hybrid Azobenzene‐Spiropyran Photoswitches with Overlapping Chromophores

Author:

Saßmannshausen Torben1,Kunz Anne23,Oberhof Nils4,Schneider Friederike4,Slavov Chavdar5,Dreuw Andreas4,Wachtveitl Josef1,Wegner Hermann A.23ORCID

Affiliation:

1. Institute of Physical and Theoretical Chemistry Goethe University Max-von-Laue-Straße 7 60438 Frankfurt am Main Germany

2. Institute of Organic Chemistry Justus Liebig University Giessen Heinrich-Buff-Ring 17 35382 Giessen Germany

3. Center of Material Research (LaMa/ZfM) Justus Liebig University Heinrich-Buff-Ring 16 35392 Giessen Germany

4. Interdisciplinary Center for Scientific Computing Heidelberg University Im Neuenheimer Feld 205 69120 Heidelberg Germany

5. Department of Chemistry University of South Florida 4202 E: Fowler Avenue Tampa FL 33620 USA

Abstract

AbstractCompounds with multiple photoswitching units are appealing for complex photochemical control of molecular materials and nanostructures. Herein, we synthesized novel meta‐ and para‐ connected (related to the nitrogen of the indoline) azobenzene‐spiropyran dyads, in which the central benzene unit is shared by both switches. We investigated their photochemistry using static and time‐resolved transient absorption spectroscopy as well as quantum chemical calculations. In the meta‐compound, the individual components are photochemically decoupled due to the meta‐pattern. In the para‐compound the spiro‐connectivity leads to a bifunctional photoswitchable system with a red‐shifted absorption. The azobenzene and the spiropyran can thus be addressed and switched independently by light of appropriate wavelength. Through the different connectivity patterns two different orthogonally photoswitchable systems have been obtained which are promising candidates for complex applications of light control.

Funder

Deutsche Forschungsgemeinschaft

Publisher

Wiley

Subject

General Chemistry,Catalysis

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