Photoswitching of Diazocines in Aqueous Media

Pascal Lentes, Philipp Fruhwirt, Hilde Freimuth, Widukind Moormann, Fabian Kruse, Georg Gescheidt, Rainer Herges*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


We present a systematic investigation of the photophysical properties of diazocines in aqueous media. The Z-E photoconversion yields of CH2CH2- and CH2S-bridged diazocines decrease with increasing water content in acetonitrile. However, there is one exception. A CH2-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.

Original languageEnglish
Pages (from-to)4355-4360
Number of pages6
JournalJournal of Organic Chemistry
Issue number5
Publication statusPublished - 5 Mar 2021

ASJC Scopus subject areas

  • Organic Chemistry

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