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J Am Chem Soc. 2011 Jun 22;133(24):9266-9. doi: 10.1021/ja203206g. Epub 2011 May 25.

Chemical-stimuli-controllable circularly polarized luminescence from anion-responsive π-conjugated molecules.

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College of Pharmaceutical Sciences, Institute of Science and Engineering, Ritsumeikan University, Kusatsu 525-8577, Japan.


Introduction of a BINOL-boron moiety to dipyrrolyldiketones as precursors of anion-responsive π-conjugated molecules results in the formation of a chiral environment in the form of anion-free receptors and anion-binding complexes. Conformation changes by inversion (flipping) of two pyrrole rings as a result of anion binding can control the chiroptical properties of the anion receptors. In particular, appropriate pyrrole β-substituents induce distorted receptor π-planes and, as a result, give larger circularly polarized luminescence (CPL), which can be tuned by chemical stimuli (anions). This is the first example of chemical-stimuli-responsive CPL properties.

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