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Preparation of trans,trans-[Pt(py)2(N3)2(OH)2] via Photoinduced Reactivity of [Pt(NO3)6]2– Anion

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    Preparation of trans,trans-[Pt(py)2(N3)2(OH)2] via Photoinduced Reactivity of [Pt(NO3)6]2– Anion
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    Inorganic Chemistry

    Cite this: Inorg. Chem. 2025, 64, 5, 2336–2347
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    https://doi.org/10.1021/acs.inorgchem.4c04536
    Published January 28, 2025
    Copyright © 2025 American Chemical Society
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    Abstract

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    The photoinduced reaction of [Pt(NO3)6]2– with pyridine or its derivatives (L) was found to result in the formation of [PtL4](NO3)2 salts in high yield. This transformation was successfully probed for methyl- and carboxyethyl-substituted pyridines, and the corresponding [PtL4](NO3)2 salts were isolated and fully characterized using single-crystal X-ray diffraction (SCXRD). Anation of the [Pt(py)4]2+ cationic complex with N3– was studied by 1H NMR spectroscopy in aqueous and water/dimethyl sulfoxide solutions of [Pt(py)4](NO3)2. A mixture of cis- and trans-[Pt(py)2(N3)2] complexes was determined as the final product of this interaction with the domination of the trans-isomer (cis to trans ratio is about 1:8) due to its preferable formation from the transient [Pt(py)3(N3)]+ cationic complex. The difference observed for the experimentally determined activation parameters of trans- and cis-paths of anation was supported by DFT calculations. Finally, the new three-stage Ag-free synthetic procedure for the preparation of the trans,trans-[Pt(py)2(N3)2(OH)2] prodrug (potential agent for the photodynamic anticancer therapy) was found using (i) light-induced formation of [Pt(py)4](NO3)2 from (Bu4N)2[Pt(NO3)6] followed by (ii) anation of [Pt(py)4]2+ with azide and (iii) accomplished by oxidation of the resulting mixture of cis- and trans-[Pt(py)2(N3)2] with H2O2. Efficient separation of cis,trans-[Pt(py)2(OH)2(N3)2] and trans,trans-[Pt(py)2(N3)2(OH)2] produced at the last stage was achieved by simple recrystallization from water.

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    Supporting Information

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.inorgchem.4c04536..

    • IR data, NMR data, VIS spectra, ESI-mass spectra, additional crystallographic data, pictures of the crystalline structures, and XRD data (PDF)

    • Formation of [PtL4](NO3)2 during blue LED lamp (425 nm) irradiation of the acetone solution containing (Bu4N)2[Pt(NO3)6] and pyridine (MP4)

    Accession Codes

    Deposition Numbers 2391838–2391841 and 2391843 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via the joint Cambridge Crystallographic Data Centre (CCDC) and Fachinformationszentrum Karlsruhe Access Structures service.

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    Inorganic Chemistry

    Cite this: Inorg. Chem. 2025, 64, 5, 2336–2347
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.inorgchem.4c04536
    Published January 28, 2025
    Copyright © 2025 American Chemical Society
    Request reuse permissions

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