Compound 25: Tris((4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)scandium ethanol dimer

DOI: 10.14469/hpc/11360 Metadata

Created: 2022-10-10 10:04

Last modified: 2024-06-25 09:17

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

Crystal structure, NMR and IR data for Tris((4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)scandium ethanol dimer (25): Sc(OTf)3 (84.0 mg, 0.171 mmol, 1.00 equiv) was added with stirring to pyrazolone 10 (158 mg, 0.512 mmol, 3.00 equiv) in EtOH (3.5 mL). Et3N (52.0 mg, 0.07 mL, 0.512 mmol, 3.00 equiv) was added and the mixture was heated at reflux for 3 h, cooled to room temperature and the precipitate was collected by filtration and dried in vacuo. Sc-pyrazolone complex 25 (132 mg, 0.09 mmol, 55%) 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 25. 1H-NMR (400 MHz, CDCl3): δ (ppm) = 7.76 (d, J = 7.7 Hz, 3H), 7.71 (s, 1H), 7.57 – 7.51 (m, 1H), 7.43 (t, J = 7.6 Hz, 2H), 7.17 (d, J = 8.2 Hz, 2H), 6.63 – 6.56 (m, 2H), 4.98 (s, 2H), 3.72 (d, J = 7.2 Hz, 2H), 3.65 (s, 3H), 1.23 (t, J = 7.0 Hz, 3H). 13C{1H}-NMR (101 MHz, CDCl3): δ (ppm) = 187.6, 164.1, 159.1, 141.0, 137.0, 132.6, 129.7, 129.5, 129.0, 128.7, 114.0, 106.8, 58.6, 55.3, 48.7, 18.6. IR (Diamond-ATR, neat) νmax (cm-1) = 1611, 1592, 11570, 1510, 1472, 1446, 1394, 1312, 1302, 1243, 1176, 1047, 1023, 900, 807, 795, 764, 752, 705. HRMS (ES-ToF) m/z: [M + H]+ calc. for (C54H46N6O9Sc)+: 967.2880, found: 967. 2892. m.p.: 174 – 176 °C (EtOH). Anal. Calcd for C76H70N8O14Sc2: C, 64.77; H, 5.01; N, 7.95. Found: C, 63.96; H, 4.91; N, 7.90.

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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/11609 NMR Data for Compound 25.
10.14469/hpc/11608 IR Data for Compound 25.
10.14469/hpc/11361 Crystal data for Compound 25. Tris((4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)scandium ethanol dimer

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