Compound 63: Tris((4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)lanthanum

DOI: 10.14469/hpc/11741 Metadata

Created: 2022-11-08 06:34

Last modified: 2024-06-03 13:00

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

Tris((4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)lanthanum (63): La(OTf)3 (77.0 mg, 0.132 mmol, 1.00 equiv) was added with stirring to pyrazolone 10 (122 mg, 0.400 mmol, 3.00 equiv) in EtOH (3.5 mL) at 79 °C. Aqueous NaOH (2 M; 0.20 mL, 0.400 mmol, 3.00 equiv) was added with stirring and the mixture was heated at reflux for 20 h, after which the mixture was co-evaporated to dryness with Et2O (4 x 15 mL). The residue was suspended in Et2O, and the solid collected by filtration and dried in vacuo. La-pyrazolone complex 63 (105 mg, 0.100 mmol, 75%) 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 63. 1H-NMR (400 MHz, CD3OD): δ (ppm) = 7.60 (s, 1H), 7.34 (s, 1H), 7.19 (s, 2H), 7.11 (s, 1H), 6.90 (s, 1H), 6.53 (s, 1H), 6.36 – 6.31 (m, 2H), 4.81 (s, 1H), 3.48 (s, 3H). 13C{1H}-NMR (101 MHz, CD3OD): δ (ppm) = 189.1, 165.4, 160.0, 141.9, 140.5, 132.2, 130.2, 129.9, 129.2, 129.1, 114.6, 106.4, 55.6, 55.5. IR (Diamond-ATR, neat) νmax (cm-1) = 1596, 1497, 1480, 1437, 1288, 1244, 1232, 1172, 1036, 896, 803, 750, 703, 634. m.p.: 223 – 225 °C (EtOH). Anal. Calcd for C54H45LaN6O9 ∙ 3 H2O ∙ EtOH: C, 57.93; H, 4.95; N, 7.24. Found: C, 58.02; H, 4.94; N, 5.83.

Files

FilenameSizeTypeDescription
63.cdxml 19KB chemical/x-cdxml Chemdraw connection table
63.png 86KB image/png I,mage representation
63.cdxml 17KB chemical/x-cdxml Chemdraw connection table v2
63.mol 6KB chemical/x-mdl-molfile MDL Molfile

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/3C18H16N2O3.La/c3*1-23-15-9-7-13(8-10-15)12-20-18(22)16(11-19-20)17(21)14-5-3-2-4-6-14;/h3*2-11,22H,12H2,1H3;/q;;;+3/p-3
inchikey PJRHEQYLJOBDEB-UHFFFAOYSA-K

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