Journal of the American Chemical Society, Vol.133, No.24, 9266-9269, 2011
Chemical-Stimuli-Controllable Circularly Polarized Luminescence from Anion-Responsive pi-Conjugated Molecules
Introduction of a BINOL-boron moiety to dipyrrolyldiketones as precursors of anion-responsive pi-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 beta-substituents induce distorted receptor pi-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.