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

Authors :
Silber V
Jean M
Vanthuyne N
Del Rio N
Matozzo P
Crassous J
Ruppert R
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2023 Nov 15; Vol. 21 (44), pp. 8924-8935. Date of Electronic Publication: 2023 Nov 15.
Publication Year :
2023

Abstract

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.

Details

Language :
English
ISSN :
1477-0539
Volume :
21
Issue :
44
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
37909260
Full Text :
https://doi.org/10.1039/d3ob01459b