Engineering chirality in threaded BODIPYs
Abstract
In this article, we explore the possibility of introducing chirality at different structural levels within boron-threaded BODIPYs. Three strategies were investigated, involving a chiral macrocycle, a stereogenic boron center and an axially chiral BODIPY dimer. In the latter case, double threading through boron coordination was achieved for the first time. The optical and chiroptical properties of the three chiral systems were investigated. While the chiral macrocycle leads to the most pronounced chiroptical response with clear evidence of chirality transfer to the BODIPY, all three architectures display measurable electronic circular dichroism and circularly polarized luminescence. These results demonstrate that chirality can be deliberately positioned at distinct structural levels of threaded BODIPYs, providing a modular platform to investigate the interplay between molecular architecture and chiroptical properties.
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BibTeX
@misc{hicguet2026engineering,
title = {{Engineering chirality in threaded BODIPYs}},
author = {Matthieu Hicguet and Maher Hojorat and Maxime Lebreton and Nicolas Vanthuyne and Ludovic Favereau and Fabienne Berrée and Yann Trolez},
howpublished = {ChemRxiv},
year = {2026},
month = sep,
doi = {10.26434/chemrxiv.15008850/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008850/v1},
note = {CC BY-NC-ND},
}
RIS
TY - UNPB
TI - Engineering chirality in threaded BODIPYs
AU - Matthieu Hicguet
AU - Maher Hojorat
AU - Maxime Lebreton
AU - Nicolas Vanthuyne
AU - Ludovic Favereau
AU - Fabienne Berrée
AU - Yann Trolez
PY - 2026
DA - 2026/09/15
PB - ChemRxiv
DO - 10.26434/chemrxiv.15008850/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008850/v1
AB - In this article, we explore the possibility of introducing chirality at different structural levels within boron-threaded BODIPYs. Three strategies were investigated, involving a chiral macrocycle, a stereogenic boron center and an axially chiral BODIPY dimer. In the latter case, double threading through boron coordination was achieved for the first time. The optical and chiroptical properties of the three chiral systems were investigated. While the chiral macrocycle leads to the most pronounced chiroptical response with clear evidence of chirality transfer to the BODIPY, all three architectures display measurable electronic circular dichroism and circularly polarized luminescence. These results demonstrate that chirality can be deliberately positioned at distinct structural levels of threaded BODIPYs, providing a modular platform to investigate the interplay between molecular architecture and chiroptical properties.
ER -