Abstracts of Symposium on Physical Organic Chemistry
22nd Symposium on Physical Organic Chemistry
Session ID : A27
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Chiroptical Properties of Peripherally Modified Anion-Responsive π-Conjugated Molecules
*Yuya BandoYohei HaketaMasanobu NaitoHiromitsu Maeda
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Abstract
In order to form the stimuli-responsive organized structures, we can use boron complexes of dipyrrolyldiketones as π-conjugated acyclic anion receptors, which bind anions with the inversion of pyrrole rings. By means of peripheral modification, receptors form various “charge-by-charge assemblies” by complexation with anions and combination with a variety of counter cations in the solid state and soft materials. Control of pyrrole rings’ distortions in the absence and presence of anions would induce chiral environment, resulting in stimuli-responsive chiroptical properties such as circularly polarized luminescence (CPL). An efficient strategy is introduction of chiral diol moieties and various substituents at boron and pyrrole β-positions, respectively. The combination of 3,3´-diphenyl-BINOL and β-dihydronaphthopyrrole has been found to be the most efficient for achieving anion-driven CPL enhancement.
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© 2011 by The Society of Physical Organic Chemistry, Japan
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