Chemical-Stimuli-Controllable Circularly Polarized Luminescence from Anion-Responsive π-Conjugated Molecules

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...

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Veröffentlicht in:Journal of the American Chemical Society 2011-06, Vol.133 (24), p.9266-9269
Hauptverfasser: Maeda, Hiromitsu, Bando, Yuya, Shimomura, Konomi, Yamada, Ippei, Naito, Masanobu, Nobusawa, Kazuyuki, Tsumatori, Hiroyuki, Kawai, Tsuyoshi
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Sprache:eng
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Zusammenfassung: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja203206g