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meso-to-meso PtII-bridged NiII-porphyrin dimers

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The synthesis and characterization of meso-to-meso PtII-bridged NiII-porphyrin dimers 5–7 are reported herein. A boron–platinum exchange reaction of meso-pinacolatoborylporphyrin 8 with Pt(cod)Cl2 afforded the cod-coordinated meso-to-meso PtII-linked cis-dimer 5, which was subsequently converted to the 1,3-bis(diphenylphosphino)propane (DPPP)-coordinated cis-dimer 6 and the PPh3-coordinated trans-dimer 7 upon treatment with DPPP and PPh3, respectively. On the other hand, a reaction of 5 with tri-tert-butylphosphine induced reductive elimination to give the mesomeso directly linked diporphyrin 9. Comparative studies of these PtII-bridged NiII-porphyrin dimers were conducted by UV/Vis absorption spectroscopy, electrochemical studies, and theoretical calculations. In the course of these studies, we found that cis-dimers 5 and 6 underwent an unprecedented reductive elimination to give the mesomeso linked dimer 9 upon chemical or electrochemical one-electron oxidation, while trans-dimer 7 was stable under such conditions.

Graphical abstract: meso-to-meso PtII-bridged NiII-porphyrin dimers

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The article was received on 02 Feb 2017, accepted on 22 Feb 2017, published on 28 Feb 2017 and first published online on 28 Feb 2017

Article type: Research Article
DOI: 10.1039/C7QO00093F
Citation: Org. Chem. Front., 2017, Advance Article
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    meso-to-meso PtII-bridged NiII-porphyrin dimers

    N. Fukui, H. Jiang and A. Osuka, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00093F

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