Compound 51: ((4-Benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)zinc polymer

DOI: 10.14469/hpc/11732 Metadata

Created: 2022-11-08 06:16

Last modified: 2024-11-02 11:00

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

((4-Benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)zinc polymer (51): Zn(OAc)2•2H2O (49.0 mg, 0.224 mmol, 1.00 equiv) was added with stirring to pyrazolone 10 (138 mg, 0.448 mmol, 2.00 equiv) in EtOH (4.0 mL) at 79 °C. After heating at reflux for 2 h, the mixture was cooled to room temperature, and the resultant precipitate was collected by filtration and dried in vacuo. Zn-pyrazolone complex 51 (129 mg, 0.190 mmol, 85%) 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 51. 1H-NMR (400 MHz, OS(CD3)2): δ (ppm) = 7.59 (d, J = 7.1 Hz, 2H), 7.51 (d, J = 6.9 Hz, 0H), 7.48 – 7.40 (m, 3H), 7.15 (d, J = 8.1 Hz, 2H), 6.70 (s, 2H), 4.87 (s, 2H), 3.65 (s, 3H). 13C{1H}-NMR (101 MHz, OS(CD3)2): δ (ppm) = 187.0, 165.4, 158.2, 139.9, 139.5, 130.9, 130.3, 128.8, 128.4, 128.0, 113.5, 102.4, 55.0, 46.7. IR (Diamond-ATR, neat) νmax (cm-1) = 1600, 1577, 1506, 1487, 1439, 1414, 1378, 1320, 1239, 1172, 1025, 900, 801, 792, 756, 698. HRMS (ES-ToF) m/z: [M + H]+ calc. for (C36H31N4O6Zn)+: 679.1530, found: 679.1788. m.p.: 222 – 224 °C (EtOH). Anal. Calcd for C36H30ZnN4O6 ∙ 0.5 H2O: C, 62.75; H, 4.53; N, 8.13. Found: C, 62.76; H, 4.16; N, 7.86.

Files

FilenameSizeTypeDescription
51.cdxml 7KB chemical/x-cdxml Chemdraw connection table
51.cdxml 8KB chemical/x-cdxml Chemdraw connection table, V2
26.png 40KB image/png Image representation, use V2
26.mol 3KB chemical/x-mdl-molfile MDL Molfile, use V2
51.mol 1KB chemical/x-mdl-molfile MDL Molfile V2
51.png 35KB image/png Image representation V2

Member of collection / collaboration

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

Subject Keywords

KeywordValue
inchi InChI=1S/C18H16N2O3.Zn/c1-23-15-9-7-13(8-10-15)12-20-18(22)16(11-19-20)17(21)14-5-3-2-4-6-14;/h2-11,22H,12H2,1H3;/q;+1/p-1
inchikey NZAHQYIODMJVEO-UHFFFAOYSA-M

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