Compound 61: Sodium(I) tetrakis((4-(ethoxycarbonyl)-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)lanthanum

DOI: 10.14469/hpc/11406 Metadata

Created: 2022-10-12 10:14

Last modified: 2024-07-08 10:41

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

Primary IR, NMR and crystal structure data for Sodium(I) tetrakis((4-(ethoxycarbonyl)-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)lanthanum (61): La(OTf)3 (156 mg, 0.267 mmol, 1.00 equiv) was added with stirring to pyrazolone 8 (221 mg, 0.800 mmol, 3.00 equiv) in EtOH (4.0 mL) at 79 °C. Aqueous NaOH (2 M; 0.40 mL, 0.800 mmol, 3.00 equiv) was added with stirring and the mixture was heated at reflux for 18 h, after which the mixture was co-evaporated to dryness with Et2O (4 x 15 mL), and the residue was suspended in Et2O, collected by filtration and dried in vacuo. La-pyrazolone complex 61 (326 mg, 0.258 mmol, 97%) was obtained as a yellow-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 61. 1H-NMR (400 MHz, CD3OD): δ (ppm) = 7.40 (s, 1H), 7.07 (s, 2H), 6.58 (s, 2H), 4.85 – 4.66 (m, 2H), 3.87 (s, 2H), 3.63 (s, 3H), 1.03 (s, 3H). 13C{1H}-NMR (101 MHz, CD3OD): δ (ppm) = 169.0, 165.3, 160.1, 139.3, 131.7, 130.2, 123.3, 120.2, 114.6, 96.2, 60.9, 55.6, 18.4, 14.8. IR (Diamond-ATR, neat) νmax (cm-1) = 1623, 1511, 1273, 1255, 1242, 1231, 1172, 1034, 784, 634. HRMS (ES-ToF) m/z: [M - Na + 2 H]+ calc. for (C56H62LaN8O16)+: 1241.3342, found: 1241.3403. m.p.: 176 – 178 °C (EtOH). Anal. Calcd for NaC56H60LaN8O16: C, 53.25; H, 4.79; N, 8.87. Found: C, 52.86; H, 4.93; N, 8.39.

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/11535 NMR Data for Compound 61.
10.14469/hpc/11536 IR Data for Compound 61.
10.14469/hpc/11429 Primary crystal structure data for Compound 61. Sodium(I) tetrakis((4-(ethoxycarbonyl)-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)lanthanum

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