Compound 50: Bis(ethanol) bis((4-(ethoxycarbonyl)-1-phenyl-1H-pyrazol-5-yl)oxy)zinc

DOI: 10.14469/hpc/11399 Metadata

Created: 2022-10-12 09:56

Last modified: 2024-06-25 09:28

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

Crystal structure, NMR and Computational data for Bis(ethanol) bis((4-(ethoxycarbonyl)-1-phenyl-1H-pyrazol-5-yl)oxy)zinc (50): Zn(OAc)2•2H2O (101 mg, 0.461 mmol, 1.00 equiv) was added with stirring to pyrazolone 6 (214 mg, 0.921 mmol, 2.00 equiv) in EtOH (10 mL). at 79 °C After 13 h at reflux, the mixture was cooled to room temperature and placed in an ice-bath. The resultant precipitate was collected by filtration, washed with Et2O (5.0 mL) and dried in vacuo. Zn-pyrazolone complex 50 (233 mg, 0.376 mmol, 82%) 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 50. 1H-NMR (400 MHz, CDCl3): δ (ppm) = 7.69 (d, J = 7.9 Hz, 2H), 7.61 (s, 1H), 7.17 (t, J = 7.7 Hz, 2H), 7.06 (t, J = 7.4 Hz, 1H), 4.11 (q, J = 7.1 Hz, 2H), 3.77 – 3.66 (m, 2H), 1.27 (dd, J = 16.8, 4.9 Hz, 3H), 1.23 (d, J = 4.9 Hz, 3H). 13C{1H}-NMR (101 MHz, CDCl3): δ (ppm) = 168.8, 164.5, 140.8, 138.0, 128.6, 126.1, 122.1, 93.1, 61.0, 58.6, 18.6, 14.5. IR (Diamond-ATR, neat) νmax (cm-1) = 1673, 1636, 1598, 1550, 1526, 1499, 1457, 1417, 1359, 1329, 1226, 1081, 1051, 947, 780, 753. HRMS (ES-ToF) m/z: [M – 2 EtOH + H]+ calc. for (C24H23N4O6Zn)+: 527.0904, found: 527.0884. m.p.: 150 – 154 °C (EtOH), >235 °C (decomp.). Anal. Calcd for C28H34N4O8Zn: C, 54.24; H, 5.53; N, 9.04. Found: C, 54.11; H, 4.96; N, 9.06.

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DOIDescription
10.14469/hpc/10386 Syntheses and Characterization of Main Group, Transition Metal, Lanthanide and Actinide Complexes of Bidentate Acylpyrazolone Ligands

Members

DOIDescription
10.14469/hpc/11658 NMR Data for Compound 50.
10.14469/hpc/11657 IR Data for Compound 50.
10.14469/hpc/11420 Primary crystal structure data for Compound 50. Bis(ethanol) bis((4-(ethoxycarbonyl)-1-phenyl-1H-pyrazol-5-yl)oxy)zinc

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