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A Multicontrolled Enamine Configurational Switch Undergoing Dynamic Constitutional Exchange

Ren, Yansong (author)
KTH,Kemi,KTH Royal Institute of Technology, Sweden
Svensson, Per H. (author)
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.
Ramström, Olof (author)
KTH,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
 (creator_code:org_t)
2018-05-02
2018
English.
In: Angewandte Chemie International Edition. - : Wiley. - 1433-7851 .- 1521-3773. ; 57:21, s. 6256-6260
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • 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.

Subject headings

NATURVETENSKAP  -- Kemi -- Fysikalisk kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Physical Chemistry (hsv//eng)

Keyword

dynamic exchange
E/Z isomerization
enamines
fluorescence
molecular switches
Metal ions
Metals
Dynamic regimes
Exchange process
Multi-responsive
Primary amines
Switch systems
Switching process
Amines

Publication and Content Type

ref (subject category)
art (subject category)

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Ren, Yansong
Svensson, Per H.
Ramström, Olof
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NATURAL SCIENCES
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RISE
Royal Institute of Technology

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