DOI: 10.14469/hpc/11337 Metadata

Created: 2022-10-09 10:54

Last modified: 2024-06-25 09:10

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)magnesium (17): MgCl2 (26.0 mg, 0.271 mmol, 1.00 equiv) was added with stirring to pyrazolone 10 (167 mg, 0.542 mmol, 2.00 equiv) in EtOH (3.0 mL) at 79 °C. Aqueous NaOH (2 M; 0.27 mL, 0.542 mmol, 2.00 equiv) was added with stirring and the mixture was heated at reflux for 16 h, cooled to room temperature and the precipitate was collected by filtration and dried in vacuo. Mg-pyrazolone complex 17 (176 mg, 0.241 mmol, 88%) 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 17. 1H-NMR (400 MHz, CD3OD): δ (ppm) = 7.67 (d, J = 7.3 Hz, 2H), 7.45 (dd, J = 12.9, 7.0 Hz, 3H), 7.36 (s, 1H), 7.17 (d, J = 8.1 Hz, 2H), 6.83 (d, J = 8.3 Hz, 2H), 4.94 (s, 2H), 3.75 (s, 3H), 3.61 (q, J = 7.0 Hz, 5H), 1.18 (t, J = 7.0 Hz, 8H). 13C{1H}-NMR (101 MHz, CD3OD): δ (ppm) = 190.9, 165.9, 160.3, 143.0, 142.7, 131.9, 131.4, 129.7, 129.3, 129.0, 114.7, 104.9, 58.3, 55.7, 48.0, 18.4. IR (Diamond-ATR, neat) νmax (cm-1) = 1612, 1511, 1491, 1437, 1387, 1324, 1240, 1224, 1176, 1048, 1026, 900, 820, 757, 706. m.p.: 185 – 190 °C (EtOH). Anal. Calcd for C36H30MgN4O6 ∙ 3 H2O ∙ 4 NaCl: C, 46.44; H, 3.92; N, 6.05. Found: C, 47.19; H, 4.06; N, 5.54.

Member of collection / collaboration

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

Members

DOI	Description
10.14469/hpc/11528	NMR Data for Compound 17.
10.14469/hpc/11527	IR Data for Compound 17.
10.14469/hpc/11338	Crystal data for compound 17 Bis(ethanol) bis(4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-olate)magnesium

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