Synthesis, Characterization, DFT and Photocatalytic Studies of a New Pyrazine Cadmium(II) Tetrakis(4-methoxy-phenyl)-porphyrin Compound
Abstract
:1. Introduction
2. Results
2.1. Crystal Structure of [Cd(TMPP)(Pyz)] (1)
2.2. Non-Covalent-Interactions (NCI) and Hirshfeld Surface for Intermolecular Systems
2.3. Natural Bond Orbital Analysis (NBO)
2.4. IR and 1H NMR Spectroscopies
2.5. Photophysical Properties
2.5.1. UV-Visible Absorption
2.5.2. Fluorescence and Singlet Oxygen Studies
2.6. Photocatalytic Activity
3. Materials and Methods
3.1. Instrumentation
3.2. Crystallography
3.3. Computational Methods
3.4. Photocatalytic Measurements
3.5. Synthesis
3.5.1. Synthesis of Meso-Tetrakis(para-methoxyphenyl) Porphyrin, H2-TMPP
3.5.2. Synthesis of Meso-Tetrakis(para-methoxyphenyl)porphyrinato)-cadmium(II), [Cd(TMPP)]
3.5.3. Synthesis of the (Pyrazine)[Meso-tetrakis(para-methoxyphenyl)-porphyrinato)-cadmium(II), [Cd(TMPP)(Pyz)] (1)
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
References
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Complex | Cd-Np a | Cd···Ct b | Cd-Lax c | Ref. |
---|---|---|---|---|
[Cd(TMPP)(Pyz)] (1) | 2.188 (17) | 0.708 | 2.369 (19) | This work |
[Cd(TMPP)(DABCO)] | 2.192(5) | 0.746 | 2.320(5) | [21] |
[Cd(TBPP)(2-MeHIm)] | 2.215(7) | 0.860 | 2.31(4)/2.28(6) | [22] |
[Cd(TClPP)(py)] | 2.203(4) | 0.729 | 2.316(4) | [23] |
[Cd(TClPP)(DMF)] | 2.197 | 0.824 | 2.280 | [23] |
[Cd(TPP)(4-picoline)] | 2.195 | 0.744 | 2.298 | [24] |
[Cd(TPP)(2-NH2-py)] | 2.204(3) | 0.739 | 2.316(3) | [25] |
[Cd(TPP)(N3)]- | 2.215(1) | 0.796 | 2.238(2) | [26] |
H2-TMPP | |
---|---|
Types of intermolecular interactions | Percentage contribution (%) |
C-H weak interaction | 12.8 |
C-O weak interaction | 0.4 |
H-bond (O and outside H) | 5.4 |
H-bond (N and outside H) | 2.7 |
Cd-TMPP-Pyz | |
Types of intermolecular interactions | Percentage contribution (%) |
C-H weak interaction | 13.6 |
C-O weak interaction | 0.5 |
N-O weak interaction | 0.1 |
H-bond (N and outside H) | 4.3 |
H-bond (O and outside H) | 4.9 |
No. | Transition | Pyrazine | Complex 1 |
---|---|---|---|
1 | n(1)N1 → n*(6)Cd | 50.42 | 43.00 |
2 | n(1)N1 → n*(7)Cd | 46.24 | 26.02 |
3 | n(1)N1 → n*(8)Cd | 18.84 | |
subtotal | 96.66 | 87.86 | |
4 | n(1)N2 → n*(6)Cd | 46.16 | 44.25 |
5 | n(1)N2 → n*(7)Cd | 6.01 | |
6 | n(1)N2 → n*(8)Cd | 44.82 | 28.29 |
7 | n(1)N2 → n*(9)Cd | 10.34 | |
subtotal | 90.98 | 88.89 | |
8 | n(1)N3 → n*(6)Cd | 50.41 | 47.63 |
9 | n(1)N3 → n*(7)Cd | 8.96 | |
10 | n(1)N3 → n*(8)Cd | 46.08 | 11.55 |
11 | n(1)N3 → n*(9)Cd | 27.76 | |
subtotal | 96.49 | 95.90 | |
12 | n(1)N4 → n*(6)Cd | 49.99 | 43.29 |
13 | n(1)N4 → n*(7)Cd | 46.50 | 22.04 |
14 | n(1)N4 → n*(8)Cd | 28.53 | |
subtotal | 96.49 | 93.86 | |
15 | n(1)N5 → n*(6)Cd | 21.55 | |
16 | n(1)N5 → n*(7)Cd | 27.68 | |
17 | n(1)N5 → n*(8)Cd | 13.73 | |
subtotal | 62.96 | ||
Total | 380.62 | 429.47 |
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Mchiri, C.; Coetzee, L.-C.C.; Chandoul, F.; Jedidi, A.; Adeyinka, A.S.; Magwa, N.; Roisnel, T.; Ben Moussa, S.; Nasri, H. Synthesis, Characterization, DFT and Photocatalytic Studies of a New Pyrazine Cadmium(II) Tetrakis(4-methoxy-phenyl)-porphyrin Compound. Molecules 2022, 27, 3833. https://doi.org/10.3390/molecules27123833
Mchiri C, Coetzee L-CC, Chandoul F, Jedidi A, Adeyinka AS, Magwa N, Roisnel T, Ben Moussa S, Nasri H. Synthesis, Characterization, DFT and Photocatalytic Studies of a New Pyrazine Cadmium(II) Tetrakis(4-methoxy-phenyl)-porphyrin Compound. Molecules. 2022; 27(12):3833. https://doi.org/10.3390/molecules27123833
Chicago/Turabian StyleMchiri, Chadlia, Louis-Charl C. Coetzee, Faycal Chandoul, Abdesslem Jedidi, Adedapo S. Adeyinka, Nomampondo Magwa, Thierry Roisnel, Sana Ben Moussa, and Habib Nasri. 2022. "Synthesis, Characterization, DFT and Photocatalytic Studies of a New Pyrazine Cadmium(II) Tetrakis(4-methoxy-phenyl)-porphyrin Compound" Molecules 27, no. 12: 3833. https://doi.org/10.3390/molecules27123833