Exploring new structures for the development of CPL-dyes based on flexible bis(BODIPY)s

Circularly polarized luminescence (CPL) is a chiroptical phenomenon consisting of the differential emission of right and left circularly polarized light by chiral systems (such as molecules, ionic pairs, polymers, metal complexes, supramolecular aggregates). The interest of CPL is due to the resolution provided by the circular polarization of the light, which allows the development of smarter photonic materials for useful technologies, such as 3D displaying, information storage and processing, communication of spin information (spintronics), or bioimaging (for example, ellipsometry-based tomography).^1,2

In our Group, we have demonstrated that conformationally flexible bis(BODIPY)s are a good platform for the development of smart CPL-SOMs (single organic molecules enabling CPL).² We present in this communication synthetic strategies for the modification of the parent structure, directed to the optimization of the CPL properties: (1) Introduce sterical hindrance in the flexible bridge, in order to modify the dihedral angle in the induced helix and (2) Explore new positions at which the bridge connecting both chromofores can be attached.

References:

1. Sánchez-Carnerero, E. M.; Agarrabeitia, A. R.; Moreno, F.; Maroto, B. L.; Muller, G.; Ortiz, M. J.; de la Moya, S. Chem.-Eur. J. 2015, 21 (39), 13488-13500.

2. Ray, C.; Sánchez-Carnerero, E. M.; Moreno, F.; Maroto, B. L.; Agarrabeitia, A. R.; Ortiz, M. J.; López-Arbeloa, Í.; Bañuelos, J.; Cohovi, K. D.; Lunkley, J. L.; Muller, G.; de la Moya Cerero, S. Chem.-Eur. J. 2016, 22, 8805-8808 and references cited therein.