Compound 71: Tris((4-benzoyl-1-(4-methoxybenzyl)-1H-pyrazol-5-yl)oxy)ytterbium

DOI: 10.14469/hpc/11746 Metadata

Created: 2022-11-08 06:41

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)ytterbium (71): Yb(OTf)3 (111 mg, 0.178 mmol, 1.00 equiv) was added with stirring to pyrazolone 10 (165 mg, 0.535 mmol, 3.00 equiv) in EtOH (4.0 mL). Aqueous NaOH (2 M; 0.27 mL, 0.535 mmol, 3.00 equiv) was added with stirring and the mixture was heated at reflux for 24 h, after which the mixture was cooled to room temperature, H2O (20 mL) was added, and the resultant precipitate was collected by filtration, washed with H2O (3 x 10 mL) and dried in vacuo. Yb-pyrazolone complex 71 (133 mg, 0.121 mmol, 68%) was obtained as a white solid. Crystals suitable for X-ray crystallography were obtained by slow evaporation from an EtOH solution of complex 71. IR (Diamond-ATR, neat) νmax (cm-1) = 1597, 1571, 1508, 1499, 1482, 1437, 1396, 1243, 1172, 1036, 898, 804, 751, 702, 634. HRMS (ES-ToF) m/z: [M – Sol + H]+ calc. for (C54H46N6O9Yb)+: 1096.2709, found: 1096.2882. m.p.: >140 °C (EtOH) (decomp.); 215 – 217 °C. Anal. Calcd for C54H45N6O9Yb ∙ 1.5 EtOH ∙ 1.2 Yb2O3: C, 42.85; H, 3.41; N, 5.26. Found: C, 43.08; H, 3.14; N, 5.22.

Files

FilenameSizeTypeDescription
71.cdxml 19KB chemical/x-cdxml Chemdraw connection table
71.png 86KB image/png Image representation
71.cdxml 17KB chemical/x-cdxml Chemdraw connection table v2
71.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.Yb/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 OXWIOPBQMOXTBQ-UHFFFAOYSA-K
SMILES COC1=CC=C(C=C1)CN2N=CC(C(C3=CC=CC=C3)=O)=C2O[Yb](OC4=C(C(C5=CC=CC=C5)=O)C=NN4CC6=CC=C(OC)C=C6)OC7=C(C(C8=CC=CC=C8)=O)C=NN7CC9=CC=C(OC)C=C9

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