Simke Julian, Bösking Tom, Ravoo Bart Jan
Organic Chemistry Institute and Center for Soft Nanoscience, Westfälische Wilhelms-Universität Münster, Corrensstraße 36, D-48149 Münster, Germany.
Org Lett. 2021 Oct 1;23(19):7635-7639. doi: 10.1021/acs.orglett.1c02856. Epub 2021 Sep 17.
Bidirectional photoswitching of arylazopyrazoles with visible light is enabled by substitution with pyrrolidine and piperidine in the -position of the phenyl ring. The absorption maxima were red-shifted and the molar absorption coefficients in the visible range increased significantly, allowing the use of blue light (λ = 465 nm) for the E → Z isomerization and red light (λ = 600 nm) for the Z → E isomerization. -Methylation of the pyrazole leads to an excellent thermal stability of the Z isomer.
通过在苯环的α位用吡咯烷和哌啶进行取代,实现了芳基偶氮吡唑在可见光下的双向光开关。吸收最大值发生红移,并且在可见光范围内的摩尔吸收系数显著增加,这使得可以使用蓝光(λ = 465 nm)进行E→Z异构化,使用红光(λ = 600 nm)进行Z→E异构化。吡唑的α甲基化导致Z异构体具有出色的热稳定性。