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Controlling azobenzene photoswitching through combined ortho-fluorination and -amination
Z Ahmed1, A Siiskonen, M Virkki
1Laboratory of Chemistry and Bioengineering, Tampere University of Technology, P.O. Box 541, FI-33101, Tampere, Finland. arri.priimagi@tut.fi.
Abstract:
We present a series of visible-light-absorbing azobenzene photoswitches with cis-lifetimes ranging from one second to three days. We combine ortho-fluorination to control the cis-lifetimes, and ortho-amination to boost the visible-light absorption. The synthesis is accomplished by selectively replacing one or more ortho-fluorines with amines in the ortho-fluoroazobenzene precursors.