Saßmannshausen Torben, Kunz Anne, Oberhof Nils, Schneider Friederike, Slavov Chavdar, Dreuw Andreas, Wachtveitl Josef, Wegner Hermann A
Institute of Physical and Theoretical Chemistry, Goethe University, Max-von-Laue-Straße 7, 60438, Frankfurt am Main, Germany.
Institute of Organic Chemistry, Justus Liebig University Giessen, Heinrich-Buff-Ring 17, 35382, Giessen, Germany.
Angew Chem Int Ed Engl. 2024 Mar 4;63(10):e202314112. doi: 10.1002/anie.202314112. Epub 2023 Dec 20.
Compounds 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.
具有多个光开关单元的化合物对于分子材料和纳米结构的复杂光化学控制具有吸引力。在此，我们合成了新型的间位和对位连接（与二氢吲哚的氮相关）的偶氮苯-螺吡喃二元化合物，其中两个光开关共享中心苯单元。我们使用静态和时间分辨瞬态吸收光谱以及量子化学计算研究了它们的光化学性质。在间位化合物中，由于间位结构，各个组分在光化学上是解耦的。在对位化合物中，螺连接导致了一个具有红移吸收的双功能光开关系统。偶氮苯和螺吡喃因此可以通过适当波长的光独立寻址和切换。通过不同的连接模式，获得了两种不同的正交光开关系统，它们是光控复杂应用的有前途的候选者。
