A multi-responsive receptor consisting of two (acridinium-Zn(II) porphyrin) conjugates has been designed. The binding constant between this receptor and a ditopic guest has been modulated (i) upon addition of nucleophiles converting acridinium moieties into the non-aromatic acridane derivatives and (ii) upon oxidation of the porphyrin units. A total of eight states has been probed for this receptor resulting from the cascade of the recognition and responsive events. Moreover, the acridinium/acridane conversion leads to a significant change of the photophysical properties, switching from electron to energy transfer processes. Interestingly, for the bis(acridinium-Zn(II) porphyrin) receptor, charge-transfer luminescence in the near infrared has been observed.
Multi-Responsive Eight-State Bis(acridinium-Zn(II) porphyrin) Receptor
Amy Edo-Osagie, Dylan Serillon, Federica Ruani, Xavier Barril, Christophe Gourlaouen, Nicola Armaroli, Barbara Ventura, Henri-Pierre Jacquot de Rouville, Valérie Heitz
J. Am. Chem. Soc. 2023, 145, 10691–10699 - DOI: https://doi.org/10.1021/jacs.3c01089
Henri-Pierre Jacquot de Rouville, Valérie Heitz , Laboratoire de Synthèse des Assemblages Moléculaires Multifonctionnels (LSAMM), Institut de Chimie de Strasbourg, CNRS/UMR 7177, hpjacquot@unistra.fr, v.heitz@unistra.fr.