Photoswitching of Diazocines in Aqueous Media
Pascal Lentes, Philipp Frühwirt, Hilde Freißmuth, Widukind Moormann, Fabian Kruse, Georg Gescheidt, Rainer Herges
Abstract
We present a systematic investigation of the photophysical properties of diazocines in aqueous media. The Z – E photoconversion yields of CH 2 CH 2 - and CH 2 S-bridged diazocines decrease with increasing water content in acetonitrile. However, there is one exception. A CH 2 -NAc-bridged diazocine mostly retains its photostationary state in water (85 to 72%) because of the high quantum yields for the Z → E conversion. Moreover, it is water-soluble without further substitution and is therefore ideally suited as a photoswitch in biological (aqueous) environments.
Topics & Concepts
Aqueous solutionAcetonitrileAqueous mediumPhotostationary stateChemistryPhotoswitchPhotochemistryCombinatorial chemistryOrganic chemistryCatalysisPhotoisomerizationIsomerizationPhotochromic and Fluorescence ChemistryPhotoreceptor and optogenetics researchPorphyrin and Phthalocyanine Chemistry