Abstract
The prominent influence of the molecular symmetry, as defined by the symmetry point group, on the chiroptical behavior (electronic circular dichroism and, especially, circularly polarized luminescence) of simple fluorescent boron chelates (BODIPY and related BOPHY analogues) is studied and discussed. It is shown that increasing the dye symmetry by means of the D3 chiral symmetry group is a workable design option to enhance the level of differential emission of right- and left-circularly polarized light in BODIPY dyes and related emitters, and that the influence of the level of symmetry is stronger than the influence of the higher number of chiral moieties perturbing the acting achiral chromophore.
Highlights
Among all the technological applications based on photonics, those based on chiroptical phenomena have special relevance, mainly owing to the higher resolution of the circularly polarized over the linearly polarized or the unpolarized light
All these molecules are based on BODIPY or BOPHY as the absorbing and emitting chromophore and (R)-3,3′dibromoBINOL (3,3′-dibromo-1,1′-bi(naphth-2-ol)) as the chiral unit, but they have different molecular symmetry and/or a different number of chiral BINOL units
The three of them are based on the new structural design recently reported by us to achieve Circularly polarized luminescence (CPL) from SOMs, where the only role of the BINOL moiety is to chirally perturb the inherently achiral BODIPY chromophore [11]
Summary
Among all the technological applications based on photonics, those based on chiroptical phenomena (circularly polarized luminescence, CPL) have special relevance, mainly owing to the higher resolution of the circularly polarized over the linearly polarized or the unpolarized light. The higher resolution is due to the existence of two additional parameters: level and handedness of the circular polarization. CPLenabling systems have a huge potential for the development of advanced photonic materials for devices based on chiral properties, enantioselective sensing systems, biomedical applications, 3D displays, OLED materials, optoelectronic devices, spintronics devices, security inks, information storage, or smarter chiroptical switching devices [1,2,3,4]. The design of emitters efficiently enabling CPL is not an easy task because it is necessary to combine, in the same structure, a high fluorescence quantum yield and a high level of circular polarization in the emission [5].
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