Compound 34: Tetrakis((4-(ethoxycarbonyl)-1-phenyl-1H-pyrazol-5-yl)oxy)zirconium
DOI: 10.14469/hpc/11373 Metadata
Created: 2022-10-11 14:10
Last modified: 2024-06-25 09:20
License: Creative Commons: Public Domain Dedication 1.0
Funding: (none given)
Description
1H and 13C primary NMR, IR and crystal data for Tetrakis((4-(ethoxycarbonyl)-1-phenyl-1H-pyrazol-5-yl)oxy)zirconium (34): ZrCl4•2THF (95.0 mg, 0.253 mmol, 1.00 equiv) was added with stirring to pyrazolone 6 (235 mg, 1.01 mmol, 4.00 equiv) in EtOH (3.0 mL) at 79 °C. The mixture was heated at reflux for 14 h, cooled to room temperature, and the precipitate was collected by filtration and dried in vacuo. Zr-pyrazolone complex 34 (237 mg, 0.233 mmol, 93%) was obtained as a white solid, essentially pure by its 1H NMR spectrum. Crystals suitable for X-ray crystallography were obtained by slow evaporation from an EtOH solution of complex 34. 1H-NMR (400 MHz, OC(CD3)2): δ (ppm) = 8.00 (dd, J = 7.7, 1.9 Hz, 2H), 7.74 (s, 1H), 7.24 (dd, J = 8.5, 6.8 Hz, 2H), 7.18 (dd, J = 8.4, 6.0 Hz, 1H), 4.11 (q, J = 7.1 Hz, 2H), 1.13 (t, J = 7.1 Hz, 3H). 1H-NMR (400 MHz, CDCl3): δ (ppm) = 7.97 – 7.93 (m, 2H), 7.71 (s, 1H), 7.20 – 7.12 (m, 3H), 3.95 (q, J = 7.1 Hz, 2H), 1.09 (t, J = 7.1 Hz, 3H). 13C{1H}-NMR (101 MHz, OC(CD3)2): δ (ppm) = 169.2, 163.4, 139.6, 138.8, 129.6, 126.6, 121.0, 95.9, 62.9, 14.5. 13C{1H}-NMR (101 MHz, CDCl3): δ (ppm) = 168.2, 162.5, 138.6, 138.4, 128.7, 125.9, 120.6, 95.4, 62.1, 14.3. IR (Diamond-ATR, neat) νmax (cm-1) = 1617, 1595, 1587, 1521, 1498, 1429, 1321, 1255, 1118, 1084, 956, 778, 752. HRMS (ES-ToF) m/z: [M + H]+ calc. for (C48H45N8O12Zr)+:, found: 1015.2214. m.p.: 227 – 231 °C (EtOH). Anal. Calcd for C48H44N8O12Zr: C, 56.74; H, 4.36; N, 11.03. Found: C, 56.83; H, 4.31; N, 10.97.
Member of collection / collaboration
DOI | Description |
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10.14469/hpc/10386 | Syntheses and Characterization of Main Group, Transition Metal, Lanthanide and Actinide Complexes of Bidentate Acylpyrazolone Ligands |
Members
DOI | Description |
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10.14469/hpc/11617 | NMR Data for Compound 34. |
10.14469/hpc/11616 | IR Data for Compound 34. |
10.14469/hpc/11390 | Primary crystal structure data for Compound 34. Tetrakis((4-(ethoxycarbonyl)-1-phenyl-1H-pyrazol-5-yl)oxy)zirconium |