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Open AccessArticle

A Convenient Synthesis of Pentaporphyrins and Supramolecular Complexes with a Fulleropyrrolidine

1
QOPNA and LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal
2
King Abdullah University of Science and Technology (KAUST), Water Desalination and Reuse Center (WDRC), Division of Biological and Environmental Sciences (BESE), Thuwal, Saudi Arabia
3
Department of Chemistry, CICECO—Aveiro Institute of Materials, University of Aveiro, 3810-193 Aveiro, Portugal
*
Author to whom correspondence should be addressed.
Academic Editors: M. Graça P. M. S. Neves, M. Amparo F. Faustino and Nuno M. M. Moura
Molecules 2019, 24(17), 3177; https://doi.org/10.3390/molecules24173177
Received: 30 July 2019 / Revised: 29 August 2019 / Accepted: 31 August 2019 / Published: 1 September 2019
A simple and straightforward synthesis of diporphyrins and pentaporphyrins is reported here. The supramolecular interactions of the new porphyrin derivatives with C60 and PyC60 (a pyridyl [60]fulleropyrrolidine) were evaluated by absorption and fluorescence titrations in toluene. While no measurable modifications of the absorption and fluorescence spectra were observed upon addition of C60 to the porphyrin derivatives, the addition of PyC60 to the corresponding mono-Zn(II) porphyrins resulted in the formation of Zn(porphyrin)–PyC60 coordination complexes and the binding constants were calculated. Results show that the four free-base porphyrin units in pentaporphyrin 6 have a significant contribution in the stabilization of the 6–PyC60 complex. The crystal and molecular features of the pentaporphyrin Zn5 were unveiled using single-crystal X-ray diffraction studies. View Full-Text
Keywords: multiporphyrin; fullerene; supramolecular chemistry multiporphyrin; fullerene; supramolecular chemistry
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MDPI and ACS Style

Costa, J.I.T.; Farinha, A.S.F.; Paz, F.A.A.; Tomé, A.C. A Convenient Synthesis of Pentaporphyrins and Supramolecular Complexes with a Fulleropyrrolidine. Molecules 2019, 24, 3177.

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