N,N′-Disubstituted Indigos as Readily Available Red-Light Photoswitches with Tunable Thermal Half-Lives
Some rare indigo derivatives have been known for a long time to be photochromic upon irradiation with red light, which should be advantageous for many applications. However, the absence of strategies to tune their thermal half-lives by modular molecular design as well as the lack of proper synthetic methods to prepare a variety of such molecules from the parent indigo dye have so far precluded their use. In this work, several synthetic protocols for N-functionalization have been developed, and a variety of N-alkyl and N-aryl indigo derivatives have been prepared. By installation of electron-withdrawing substituents on the N-aryl moieties, the thermal stability of the Z-isomers could be enha…
CCDC 1565864: Experimental Crystal Structure Determination
Related Article: Chung-Yang Huang, Aurelio Bonasera, Lachezar Hristov, Yves Garmshausen, Bernd M. Schmidt, Denis Jacquemin, Stefan Hecht|2017|J.Am.Chem.Soc.|139|15205|doi:10.1021/jacs.7b08726