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J Am Chem Soc ; 133(24): 9266-9, 2011 Jun 22.
Article in English | MEDLINE | ID: mdl-21599014

ABSTRACT

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 ß-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.


Subject(s)
Boron/chemistry , Glycols/chemistry , Luminescent Measurements , Models, Molecular , Molecular Conformation , Optical Phenomena , Pyrroles/chemistry , Stereoisomerism
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