Wang Zhi Yuan, Todd Erin K, Meng Xian Sheng, Gao Jian Ping
Department of Chemistry, Carleton University, 1125 Colonel By Drive, Ottawa, Ontario, Canada K1S 5B6.
J Am Chem Soc. 2005 Aug 24;127(33):11552-3. doi: 10.1021/ja0526721.
The ability to modulate the chiroptical properties of optically active molecules induced by external stimuli such as light, heat, and electrical fields allows for the design and development of molecular switches, memory devices, sensors, and photonic devices. A helical o-terphenyl compound functionalized with photoresponsive azobenzene and electroactive imide groups is designed as a dual-mode chiroptical molecular switch. Its exceptional optical activity (e.g., [alpha]436 = -9500) can be changed and modulated through photoisomerization of the azobenzene moiety using UV and visible light. Reversible modulation by electrochemical means was also achieved through the redox reaction occurring at the imide group. Large chiroptical read-out signals were observed during the redox cycles as indicated by the molar ellipticity values as high as 285,000 deg.cm2.dmol-1. Exceptionally high optical activity and large responses to both light and electrical bias make this chiral molecule suitable for the development of new molecular switches, sensors, and other optical devices.
通过光、热和电场等外部刺激来调节光学活性分子的手性光学性质的能力，使得分子开关、存储设备、传感器和光子器件的设计与开发成为可能。一种用光响应性偶氮苯和电活性酰亚胺基团功能化的螺旋状邻三联苯化合物被设计为一种双模式手性光学分子开关。其卓越的光学活性（例如，[α]436 = -9500）可以通过使用紫外光和可见光使偶氮苯部分发生光异构化来改变和调节。通过酰亚胺基团发生的氧化还原反应，也实现了通过电化学手段进行的可逆调节。在氧化还原循环过程中观察到了大的手性光学读出信号，摩尔椭圆率值高达285,000 deg.cm2.dmol-1 表明了这一点。极高的光学活性以及对光和电偏压的大响应使得这种手性分子适用于新型分子开关、传感器和其他光学器件的开发。
