Journal Article10.1002/ANIE.201403442
Dynamic Diselenide Bonds: Exchange Reaction Induced by Visible Light without Catalysis
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TL;DR: This work entails the use of diselenide bonds as dynamic covalent bonds, the development of a dynamic exchange reaction under mild conditions, and an extension of selenium-related dynamic chemistry.
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Abstract: Dynamic covalent bonds are extensively employed in dynamic combinatorial chemistry. The metathesis reaction of disulfide bonds is widely used, but requires catalysis or irradiation with ultraviolet (UV) light. It was found that diselenide bonds are dynamic covalent bonds and undergo dynamic exchange reactions under mild conditions for diselenide metathesis. This reaction is induced by irradiation with visible light and stops in the dark. The exchange is assumed to proceed through a radical mechanism, and experiments with 2,2,6,6-tetramethylpiperidin-1-yloxyl (TEMPO) support this assumption. Furthermore, the reaction can be conducted in different solvents, including protic solvents. Diselenide metathesis can also be used to synthesize diselenide-containing asymmetric block copolymers. This work thus entails the use of diselenide bonds as dynamic covalent bonds, the development of a dynamic exchange reaction under mild conditions, and an extension of selenium-related dynamic chemistry.
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Citations
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An Elastic Autonomous Self-Healing Capacitive Sensor Based on a Dynamic Dual Crosslinked Chemical System
Qiuhong Zhang,Qiuhong Zhang,Simiao Niu,Li Wang,Jeffrey Lopez,Shucheng Chen,Yifeng Cai,Ruichun Du,Yuxin Liu,Jian-Cheng Lai,Ling Liu,Cheng-Hui Li,Xuzhou Yan,Chungen Liu,Jeffrey B.-H. Tok,Xudong Jia,Zhenan Bao +16 more
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