Compound 24: Tris((4-(ethoxycarbonyl)-1-phenyl-1H-pyrazol-5-yl)oxy)scandium

DOI: 10.14469/hpc/11358 Metadata

Created: 2022-10-10 09:57

Last modified: 2024-06-25 15:46

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

Crystal structure, NMR and IR data for Tris((4-(ethoxycarbonyl)-1-phenyl-1H-pyrazol-5-yl)oxy)scandium (24): Sc(OTf)3 (124 mg, 0.253 mmol, 1.00 equiv) was added with stirring to pyrazolone 6 (176 mg, 0.758 mmol, 3.00 equiv) in EtOH (3.0 mL) at 79 °C. The mixture was heated at reflux for 16 h, cooled to room temperature and H2O (10 mL) was added. The precipitate was collected by filtration, washed with H2O (3 x 10 mL) and dried in vacuo. Sc-pyrazolone complex 24 (99.0 mg, 0.134 mmol, 53%) 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 24. 1H-NMR (400 MHz, CDCl3): δ (ppm) = 7.88 (d, J = 8.0 Hz, 2H), 7.75 (s, 1H), 7.34 (t, J = 7.8 Hz, 2H), 7.19 (t, J = 7.4 Hz, 1H), 4.33 (q, J = 7.1 Hz, 2H), 1.35 (t, J = 7.1 Hz, 3H). 13C{1H}-NMR (101 MHz, CDCl3): δ (ppm) = 170.5, 163.5, 139.1, 138.8, 128.9, 125.9, 120.7, 95.1, 62.8, 14.3. IR (Diamond-ATR, neat) νmax (cm-1) = 2921, 1662, 1621, 1588, 1534, 1498, 1490, 1457, 1434, 1381, 1327, 1250, 1118, 1083, 955, 757. HRMS (ES-ToF) m/z: [M + H]+ calc. for (C36H34N6O9Sc)+: 739.1941, found: 739.1961. m.p.: 170 – 174 °C (EtOH). Anal. Calcd for C36H33N6O9Sc ∙ Et2O: C, 59.11; H, 5.33; N, 10.34. Found: C, 59.83; H, 5.21; N, 10.05.

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/11601 NMR Data for Compound 24.
10.14469/hpc/11602 IR Data for Compound 24.
10.14469/hpc/11359 Crystal data for Compound 24 Tris((4-(ethoxycarbonyl)-1-phenyl-1H-pyrazol-5-yl)oxy)scandium

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