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Issue 36, 2016
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Synthesis and photophysical properties of orthogonal rhodium(III)–carbon bonded porphyrin–aza-BODIPY conjugates

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Abstract

This work reports the facile synthesis and photophysical properties of two novel near infrared (NIR) absorbing conjugates based on orthogonally arranged rhodium(III) tetrakis-4-tolylporphyrin (RhIII(ttp)) and BF2-chelated tetraarylazadipyrromethene (aza-BODIPY) linked by a covalent Rh–C(aryl) bond. These conjugates exhibit intense absorption and moderate fluorescence bands around 700 nm, which do not correspond with those of their aza-BODIPY precursors, due to the strong ground-state interaction between the aza-BODIPY and metal porphyrin moieties. DFT calculations predict that the energies of the 4dxy, 4dxz and 4dyz orbitals of the central metal and the highest occupied MO of the aza-BODIPY moiety lie close to one another. Minor changes in the linkage position on the aza-BODIPY moiety can alter the relative energies of these MOs and hence have a significant impact on the optical and photophysical properties.

Graphical abstract: Synthesis and photophysical properties of orthogonal rhodium(iii)–carbon bonded porphyrin–aza-BODIPY conjugates

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Publication details

The article was received on 23 Jul 2016, accepted on 16 Aug 2016 and first published on 16 Aug 2016


Article type: Paper
DOI: 10.1039/C6TC03130G
Citation: J. Mater. Chem. C, 2016,4, 8422-8428
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    Synthesis and photophysical properties of orthogonal rhodium(III)–carbon bonded porphyrin–aza-BODIPY conjugates

    J. Zhou, L. Gai, J. Mack, Z. Zhou, H. Qiu, K. S. Chan and Z. Shen, J. Mater. Chem. C, 2016, 4, 8422
    DOI: 10.1039/C6TC03130G

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