Synthesis, Characterization, DFT and Photocatalytic Studies of a New Pyrazine Cadmium(II) Tetrakis(4-methoxy-phenyl)-porphyrin Compound

Chadlia Mchiri, Louis-Charl C. Coetzee, Faycal Chandoul, Abdesslem Jedidi, Adedapo S. Adeyinka, Nomampondo Magwa, Thierry Roisnel, Sana Ben Moussa, Habib Nasri

    Research output: Contribution to journalArticlepeer-review

    4 Scopus citations


    This study describes the synthesis, theoretical investigations, and photocatalytic degradational properties of a new (pyrazine)(meso-tetrakis(4-tert-methoxyphenyl)-porphyrinato)-cadmium (II) ([Cd(TMPP)-Pyz] complex (1). The new penta-coordinated CdII porphyrin complex (1) was characterized by various spectroscopic techniques, including FT-IR, NMR, UV-visible absorption, fluorescence emission, and singlet oxygen, while its molecular structure was studied using single crystal X-ray diffraction. The UV–Vis spectroscopic study highlighted the redshift of the absorption bands after the insertion of the Cd(II) metal ion into the TMPP ring. The co-coordination of the pyrazine axial ligand enhanced this effect. A fluorescence emission spectroscopic study showed a significant blueshift in the Q bands, accompanied by a decrease in the fluorescence emission intensity and quantum yields of Φf = 0.084, Φf = 0.06 and Φf = 0.03 for H2-TMPP free-base porphyrin, [Cd(TMPP)] and [Cd(TMPP)(Pyz)] (1) respectively. Singlet oxygen revealed that the H2-TMPP porphyrin produced the most efficient singlet oxygen quantum yield of (ΦΔ = 0.73) compared to [CdTMPP] (ΦΔ = 0.57) and [Cd(TMPP)(Pyz)] (1) (ΦΔ = 0.13). In the crystal lattice, the [Cd(TMPP)Pyz]) was stabilized through non-covalent intermolecular interactions (NCI), such as the hydrogen bonds C-H···N and C-H···Cg. Additionally, crystal explorer software was then utilized to measure the quantitative analysis of the intermolecular interactions in the unit cell of the crystal structure and established that the C-H···π interaction dominated. The Natural bond orbital (NBO) analysis revealed that each molecule is stabilized by hyperconjugation and charge delocalization. As a photocatalyst, the coordination complex 1 showed excellent photocatalytic activity toward the degradation of Levafix Blue CA reactive dye (i.e., dye photo-degradation of 80%).
    Original languageEnglish (US)
    Pages (from-to)3833
    Issue number12
    StatePublished - Jun 14 2022

    Bibliographical note

    KAUST Repository Item: Exported on 2022-06-21
    Acknowledgements: The authors extend their appreciation to the Deanship of Scientific Research at King Khalid University, Abha, KSA, for funding this work through the Research Group under grant number (R.G.P-1/3/43). The authors would like to acknowledge the center for high-performance computing (CHPC), South Africa, for providing computational resources for this research project. A. Jedidi acknowledges King Abdulaziz University’s High-Performance Computing Center (Aziz Supercomputer) (, accessed on 11 March 2021) for supporting the computational work and KAUST Supercomputing Laboratory (Shaheen II) for the provided resources.
    This publication acknowledges KAUST support, but has no KAUST affiliated authors.

    ASJC Scopus subject areas

    • Organic Chemistry


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