A Multicontrolled Enamine Configurational Switch Undergoing Dynamic Constitutional Exchange |
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| Authors: | Yansong Ren Dr Per H Svensson Prof?Dr Olof Ramström |
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| Institution: | 1. Department of Chemistry, KTH—Royal Institute of Technology, Stockholm, Sweden;2. Research Institutes of Sweden, RISE Bioscience and Materials, S?dert?lje, Sweden;3. Department of Chemistry, University of Massachusetts Lowell, Lowell, MA, USA |
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| Abstract: | A multiresponsive enamine‐based molecular switch is presented, in which forward/backward configurational rotation around the C=C bond could be precisely controlled by the addition of an acid/base or metal ions. Fluorescence turn‐on/off effects and large Stokes shifts were observed while regulating the switching process with CuII. The enamine functionality furthermore enabled double dynamic regimes, in which configurational switching could operate in conjunction with constitutional enamine exchange of the rotor part. This behavior was used to construct a prototypical dynamic covalent switch system through enamine exchange with primary amines. The dynamic exchange process could be readily turned on/off by regulating the switch status with pH. |
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| Keywords: | dynamic exchange enamines fluorescence E/Z isomerization molecular switches |
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