Compound 21: Bis(ethanol) bis(4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-olate)calcium

DOI: 10.14469/hpc/11349 Metadata

Created: 2022-10-09 18:57

Last modified: 2024-10-31 14:49

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

1H and 13C primary NMR, IR and crystal data for Bis(ethanol) bis(4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-olate)calcium (21): Ca(OTf)2 (85.0 mg, 0.251 mmol, 1.00 equiv) was added with stirring to pyrazolone 10 (155 mg, 0.503 mmol, 2.00 equiv) in EtOH (3.0 mL) at 79 °C. Aqueous NaOH (2 M; 0.25 mL, 0.503 mmol, 2.00 equiv) was added with stirring and the mixture was heated at reflux for 17 h, cooled to room temperature and the precipitate was collected by filtration and dried in vacuo. Ca-pyrazolone complex 21 (101 mg, 0.135 mmol, 54%) 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 21. 1H-NMR (400 MHz, OC(CD3)2): δ (ppm) = 7.65 (d, J = 7.5 Hz, 2H), 7.47 (t, J = 7.3 Hz, 1H), 7.40 (d, J = 7.6 Hz, 2H), 7.37 (s, 1H), 7.18 (d, J = 8.3 Hz, 2H), 6.62 (d, J = 8.1 Hz, 2H), 4.91 (s, 2H), 3.66 (s, 3H), 3.57 (p, J = 6.7 Hz, 2H), 1.12 (t, J = 7.0 Hz, 3H). 13C{1H}-NMR (101 MHz, OC(CD3)2): δ (ppm) = 187.9, 166.1, 159.5, 141.9, 141.0, 132.1, 131.0, 130.1, 129.3, 128.8, 114.2, 105.1, 57.7, 55.4, 47.9, 18.9. IR (Diamond-ATR, neat) νmax (cm-1) = 1610, 1501, 1487, 1435, 1383, 1353, 1304, 1238, 1224, 1046, 1032, 897, 794, 744, 706. m.p.: 193 – 195 °C (EtOH). Anal. Calcd for C36H30CaN4O6 ∙ 2 EtOH ∙ NaCl: C, 59.66; H, 5.26; N, 6.96. Found: C, 59.65; H, 4.94; N, 7.06.

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

Members

DOIDescription
10.14469/hpc/11448 IR Data for Compound 21
10.14469/hpc/11350 Crystal structure data for Compound 21. Bis(ethanol) bis(4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-olate)calcium
10.14469/hpc/11442 NMR Data for Compound 21.

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