RT Journal Article
T1 Bridge-induced taming of the visible electronic circular dichroism signatures of helicoBODIPYs
A1 Díaz-Norambuena, Carolina
A1 Ray, Cesar
A1 Arbeloa, Teresa
A1 Oliden-Sánchez, Ainhoa
A1 Moreno Jiménez, Florencio
A1 Lora Maroto, Beatriz
A1 Bañuelos, Jorge
A1 Moya Cerero, Santiago de la
AB Helically-flexible bis(BODIPY)s based on chiral ethane-1,2-diamine or −1,2-diol bridges (named helicoBODIPYs) are an interesting family of accessible and tunable small multichromophoric organic dyes enabling visible electronic circular dichroism (ECD) and, even visible circularly polarized luminescence (CPL). However, their CPL brightness (BCPL) is still limited (up to ca. 10 M−1cm−1), due to low fluorescence efficiency owing to a non-optimal participation of intramolecular charge transfer (CT) emission. Herein, we analyze in depth the origin and factors controlling this CT, demonstrating the key participation of a BODIPY-to-BODIPY symmetry-breaking induced CT (SBCT), beyond the expected CT within each single BODIPY chromophore due to their push-pull character. It is also demonstrated that increasing the overcrowding at the flexible helicoBODIPY ethane bridges leads to BODIPY-BODIPY faced dispositions, promoting the SBCT and enabling the detection of both CT absorption and CT emission bands under specific conditions. Interestingly, this SBCT enhances the visible ECD (absolute gabs values), supporting the key role of the involved forbidden CT transitions in the chiroptical activity of these dyes, as well as the possibility of modulating their valuable visible chiroptical signatures (e.g., visible CPL brightness) by easily playing with steric factors at the dye bridge.
PB Elsevier
SN 0143-7208
YR 2024
FD 2024-03
LK https://hdl.handle.net/20.500.14352/137088
UL https://hdl.handle.net/20.500.14352/137088
LA eng
NO Díaz-Norambuena, C.;  Ray, C.;  Arbeloa, T.;  Oliden-Sánchez, A.;  Moreno, F.;  Maroto, B. L.;  Bañuelos, J.; Moya, S. d. l., Bridge-induced taming of the visible electronic circular dichroism signatures of helicoBODIPYs. Dyes and Pigments 2024, 222, 111907.
NO Ministerio de Ciencia e Innovación (MCIN)/Agencia Estatal de Investigación (AEI) Grants: PID2020-114755 GB-C32 and -C33 funded by MCIN/AEI/10.13039/501100011033
NO Gobierno Vasco (IT1639-22)
DS Docta Complutense
RD 21 jun 2026