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Porphyrin- and Bodipy-helicene conjugates: syntheses, separation of enantiomers and chiroptical properties.

Vincent SilberMarion JeanNicolas VanthuyneNatalia Del RioPaola MatozzoJeanne CrassousRomain Ruppert
Published in: Organic & biomolecular chemistry (2023)
The synthesis of several new compounds containing a chromophore and a helicenic moiety is reported. The preparation, characterisation and some physico-chemical studies are detailed. In particular, the two enantiomers of several chiral molecules of this type were separated by chiral HPLC (both analytically and in a preparative way) and their racemisation rates were determined for short-lived species. Electronic circular dichroism (ECD) and circular polarised luminescence (CPL) measurements were performed for the compounds with a very long racemisation half-life. Chiral porphyrins and Bodipys both gave ECD and CPL responses over a large area of the visible spectrum.
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