Kinetic Control of the Supramolecular Chirality of Porphyrin J‐Aggregates |
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Authors: | Dr Alessandro Sorrenti Dr Zoubir El‐Hachemi Dr Oriol Arteaga Dr Adolf Canillas Dr Joaquim Crusats Prof Josep M Ribo |
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Institution: | 1. Department of Organic Chemistry, Institute of Cosmos Science, University of Barcelona (UB‐IEEC) c. Martí i Franquès 1, 08028 Barcelona, Catalonia (Spain);2. Present address: Department of Chemistry, Faculty of Sciences, Universitat Autònoma de Barcelona, 08193 Bellaterra, Catalonia (Spain);3. Department of Applied Physics, IN2UB, University of Barcelona c. Martí i Franquès 1, 08028 Barcelona, Catalonia (Spain);4. Present address: Department of Chemistry, New York University, 31 Washington Place, New York, NY 1003 (USA) |
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Abstract: | The aggregation of achiral sulfonatophenyl‐ and phenyl‐meso‐substituted diprotonated porphyrins to chiral J‐aggregates is a hierarchical noncovalent polymerization process preceded by a critical nucleation stage. This allows significant enantiomeric excesses by the formation of a few primary nuclei and the control of their growth by the effect that flows (imperfect mixing) have on the secondary nucleation of the J‐aggregate particles. In addition, the results strongly suggest that when only one species of aggregate predominates, the CD signals of the three excitonic bands in the visible region (around 420, 490, and 700 nm) show the same sign. Thus, differences on their relative sign would be due to the presence of different species. |
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Keywords: | chirality circular dichroism porphyrinoids self‐assembly supramolecular chemistry |
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