Porphyrin-boron diketonate dyads

abstract

Porphyrins and boron diketonates represent two well studied classes of compounds, and whose photophysical properties make them suitable for application in bioimaging, as photosensitizer agents, or as pH or ion sensors. Compounds that combine the optical properties of these two chromophores in a single molecule are not known. Herein, we report the synthesis and characterization of two porphyrin-boron diketonate dyads and their zinc complexes. Overall, the absorption and emission spectra of these dyads are dominated by the porphyrin core. The nature of the diketonate or the boron diketonate has little effect on the absorption and fluorescence profiles of the dyads, inducing small bathochromic shifts and a slight increase in the fluorescence quantum yield.

keywords

BODIPY DYES; MECHANOCHROMIC LUMINESCENCE; FLUORESCENT-PROBES; BETA-DIKETONATE; LIVE CELLS; COMPLEXES; LASER; OLIGOPYRROLES; PHOTOPHYSICS; POLYLACTIDE

subject category

Chemistry

authors

Costa, LD; Guieu, S; Rocha, J; Silva, AMS; Tome, AC

our authors

acknowledgements

Thanks are due to Fundacao para a Ciencia e a Tecnologia (FCT) for the financial support to project PTDC/QEQ-QOR/6160/2014 and the QOPNA research project (FCT UID/QUI/00062/2013) through national funds and where applicable co-financed by the FEDER, within the PT2020 Partnership Agreement, and also to the Portuguese NMR Network. Part of this work was developed within the scope of the project CICECO-Aveiro Institute of Materials, POCI-01-0145-FEDER-007679 (FCT UID/CTM/50011/2013), financed by national funds through the FCT/MEC and when appropriate co-financed by FEDER under the PT2020 Partnership Agreement. LDC and SG also thank FCT for their doctoral (SFRH/PD/BD/114578/2016) and postdoctoral (SFRH/BPD/70702/2010) grants, respectively.

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