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Published May 8, 2023 | Version v1
Journal article Open

Multi-Responsive Eight-State Bis(acridinium-Zn(II) porphyrin) Receptor

  • 1. Laboratoire de Synthèse des Assemblages Moléculaires Multifonctionnels, Institut de Chimie de Strasbourg, CNRS/UMR 7177, 4, rue Blaise Pascal, 67000 Strasbourg, France
  • 2. Departament de Farmacia i Tecnología Farmaceutica, i Fisicoquímica, Institut de Biomedicina (IBUB), Universitat de Barcelona, Av. Joan XXIII, 27-31, E-08028 Barcelona, Spain
  • 3. Istituto per la Sintesi Organica e la Fotoreattività (ISOF), Consiglio Nazionale delle Ricerche (CNR), Via P. Gobetti 101, Bologna 40129, Italy
  • 4. Departament de Farmacia i Tecnología Farmaceutica, i Fisicoquímica, Institut de Biomedicina (IBUB), Universitat de Barcelona, Av. Joan XXIII, 27-31, E-08028 Barcelona, Spain Catalan Institution for Research and Advanced Studies (ICREA), Passeig Lluís Companys 23, Barcelona 08010, Spain
  • 5. Laboratoire de Chimie Quantique, Institut de Chimie de Strasbourg, CNRS/UMR 7177, 4 rue Blaise Pascal, 67000 Strasbourg, France

Description

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 nearinfrared has been observed.

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jacs.3c01089 (1).pdf

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Additional details

Funding

CONDOR – COmbined suN-Driven Oxidation and CO2 Reduction for renewable energy storage 101006839
European Commission