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Abstract
The integration of boron into π‐conjugated systems is a reliable approach to enhance photophysical properties. In this context, boramidines have emerged as a promising class of fluorophores. Herein, the design, synthesis, and chiroptical properties of novel axially chiral isoquinoline‐derived boramidines are reported. Thanks to metal‐catalyzed cross‐coupling allied with atroposelective C‐H arylation strategies or chiral stationary phase HPLC resolution, enantioenriched boramidines 1 and 2 are afforded (ee 90‐99%). Comparing with more classical boramidines, investigations reveal (i) bathochromic absorption shifts in the UV‐Vis region (>50 nm) and (ii) emission maxima now in the green and cyan domains, along with fluorescence quantum yields reaching 70% in N2‐saturated environments. Chiroptical measurements demonstrate well‐defined electronic circular dichroism (ECD) spectra and circularly polarized luminescence (CPL) signals with |glum| values up to 2·10−3.
Published Version
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