Circular Dichroism Photoswitching with a Twist: Axially Chiral Hemiindigo,Journal of the American Chemical Society

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Circular Dichroism Photoswitching with a Twist: Axially Chiral Hemiindigo
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2018-10-10 , DOI: 10.1021/jacs.8b07839
Christian Petermayer ₁ , Henry Dube ₁

Affiliation

Chiroptical properties play a crucial role not only for molecular structures and their functions but also for advanced applications such as molecular sensing, absolute asymmetric synthesis, or information processing and storage. Manipulating chiroptical characteristics in a predictable and reversible fashion by outside means is therefore a highly desirable option to enhance the functions and reporting abilities of a molecular system. Herein, we present axially chiral hemiindigo photoswitches showing unusual chiroptical changes upon visible-light irradiation. While absorption remains high throughout the spectrum, the corresponding ECD signals can be reversibly erased and reestablished in an ON/OFF manner upon photoswitching. Taken together with exceptionally high thermal bistabilities, leading to half-lives of the metastable states up to 3400 years at ambient temperature, and high photoswitching quantum yields these chiral hemiindigos offer unique possibilities for, e.g., smart molecule, photonic materials, or sensing applications.

中文翻译：

带扭曲的圆二色性光开关：轴向手性半靛蓝

手性特性不仅对分子结构及其功能起着至关重要的作用，而且对分子传感、绝对不对称合成或信息处理和存储等高级应用也起着至关重要的作用。因此，通过外部手段以可预测和可逆的方式操纵手性特征是增强分子系统功能和报告能力的非常理想的选择。在此，我们展示了轴向手性半靛蓝光开关，在可见光照射下显示出不寻常的手性变化。虽然在整个光谱中吸收率仍然很高，但相应的 ECD 信号可以在光开关时以 ON/OFF 方式可逆地擦除和重新建立。再加上极高的热双稳定性，

更新日期：2018-10-10

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