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重氮嗪在水相介质中的光致开关反应。

Photoswitching of Diazocines in Aqueous Media.

机构信息

Otto Diels-Institute of Organic Chemistry, Christian-Albrechts University Kiel, Otto Hahn Platz 4, 24118 Kiel, Germany.

Institute of Physical and Theoretical Chemistry, NAWI Graz, Graz University of Technology, Stremayrgasse 9, 8010 Graz, Austria.

出版信息

J Org Chem. 2021 Mar 5;86(5):4355-4360. doi: 10.1021/acs.joc.1c00065. Epub 2021 Feb 19.

DOI:10.1021/acs.joc.1c00065
PMID:33606536
Abstract

We present a systematic investigation of the photophysical properties of diazocines in aqueous media. The - photoconversion yields of CHCH- and CHS-bridged diazocines decrease with increasing water content in acetonitrile. However, there is one exception. A CH-NAc-bridged diazocine mostly retains its photostationary state in water (85 to 72%) because of the high quantum yields for the → conversion. Moreover, it is water-soluble without further substitution and is therefore ideally suited as a photoswitch in biological (aqueous) environments.

摘要

我们对水介质中重氮化合物的光物理性质进行了系统研究。在乙腈中,CHCH-和 CHS 桥连重氮化合物的 -光致转化产率随含水量的增加而降低。然而,有一个例外。由于 → 转化的量子产率较高,CH-NAc 桥连重氮化合物在水中主要保持光稳定态(85%至 72%)。此外,它无需进一步取代即可溶于水,因此非常适合作为生物(水)环境中的光开关。

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