New porphyrin derivatives for phosphate anion sensing in both organic and aqueous media


New porphyrin-based anion receptors have been prepared from meso-tetrakis(pentafluorophenyl) porphyrin (TPPF20) and diamine derivatives. These receptors (compounds 1-3) interact preferentially with phosphate anions both in organic solutions and in basic aqueous media when coated on gold piezoelectric quartz crystals. A single crystal X-ray structure of the bis-HF complex of a imine derivative of 1 was obtained; it serves to highlight the main interactions between the anion and cation receptors in the solid state.



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Rodrigues, JMM; Farinha, ASF; Muteto, PV; Woranovicz-Barreira, SM; Paz, FAA; Neves, MGPMS; Cavaleiro, JAS; Tome, AC; Gomes, MTSR; Sessler, JL; Tome, JPC

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Thanks are due to FCT and FEDER for funding the QOPNA (PEst-C/QUI/UI0062/2013), CESAM and CICECO (Pest C-CTM/LA0011/2013) research units and project PTDC/CTM/101538/2008. A. Farinha, J. Rodrigues and P. Muteto thank the FCT for post-doctoral (SFRH/BPD/73060/2010) and doctoral (SFRH/BD/81014/2011 and SFRH/BD/51486/2011) fellowships, respectively. The work in Austin was supported by the U.S. National Science Foundation (grant NSF CHE-1057904 to J.L.S.).

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