A Multicontrolled Enamine Configurational Switch Undergoing Dynamic Constitutional Exchange

The study was in part supported by the Swedish Research Council. Y.R. thanks the China Scholarship Council for a special scholarship award.
QC 20180615
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.

Svensson, Per H.KTH,RISE,Yta, process och formulering,KTH Royal Institute of Technology, Sweden,Kemi,RISE Biosci & Mat, Res Inst Sweden, Forskargatan 18, S-15136 Södertälje, Sweden.(Swepub:kth)u1dgy3ip (författare)
Ramström, OlofKTH,Kemi,Department of Chemistry, University of Massachusetts Lowell, 1 University Avenue, Lowell, MA, United States,University of Massachusetts Lowell, USA ; KTH Royal Institute of Technology, Sweden(Swepub:kth)u1aj7snf (författare)
KTHKemi (creator_code:org_t)

Ingår i:Angewandte Chemie International Edition: Wiley57:21, s. 6256-62601433-78511521-3773

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