Organoaluminum derived from Schiff bases: Synthesis, characterization and catalytic performance in hydroboration

Ni, Congjian; Pang, Ziyuan; Qiao, Yuhang; Guo, Pingping; Ma, Xiaoli; Yang, Zhi

doi:10.1016/j.ica.2022.121199

Cited by 4 publications

(9 citation statements)

References 45 publications

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“… a The purities (mass percent) of chemicals were provided by the suppliers (except for compounds 1 and 2 ). b Compounds 1 and 2 were prepared by ref . The product was purified by recrystallization and dried under vacuum. c Determined by NMR. …”

Section: Methodsmentioning

confidence: 99%

“… b Compounds 1 and 2 were prepared by ref . The product was purified by recrystallization and dried under vacuum. …”

Section: Methodsmentioning

confidence: 99%

“…Compounds 1 and 2 were prepared by referring to the methods in our group (Figure ). The NMR data of the compound is consistent with the literature .…”

Section: Methodsmentioning

confidence: 99%

“…Compounds 1 and 2 were prepared by referring to the methods in our group (Figure ). The NMR data of the compound is consistent with the literature . The detailed preparation process is described in the Supporting Information.…”

Section: Methodsmentioning

confidence: 99%

“…Among them, Schiff bases substituted by the F atoms have outstanding activity in the pharmaceutical field due to the increased interaction between drug molecules and receptors resulting from the electronegativity of the F atoms . Additionally, Schiff bases demonstrated excellent catalytic performance, particularly when combined with metals to form organoaluminum compounds that can serve as catalysts in organic synthesis. , Compound 1 (2-[[(2,6-difluorophenyl)imino]methyl]phenol, CAS: 26672-04-8) can coordinate with many metals and exhibits excellent performance. − Our group reported on compound 2 ([2-[[(2,6-difluorophenyl)imino]methyl]phenoxy]dimethylaluminum, CAS: 2851050-89-8), the organoaluminum compound supported by the Schiff base substituted by the F atoms ( 1 ). Compound 1 has a wide range of applications in organometallic chemistry.…”

Section: Introductionmentioning

confidence: 99%

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Solubility of the Schiff Base Ligand and the Organoaluminum Supported by the Ligand in Pure Solvents: Characterization, Determination, Analysis, and Model Correlation

Ni,

Ma,

Pang

et al. 2023

J. Chem. Eng. Data

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Schiff bases and organoaluminum compounds have wide applications in medicine and catalysis. TG-DSC provided melting points and melting enthalpies for the Schiff base ligand (1, 2-[[(2,6-difluorophenyl)imino]methyl]phenol, CAS: 26672-04-8), with T m at 349.55 K and ΔH fus at 22.797 kJ/mol, and for the organoaluminum compound supported by the ligand (2, [2-[[(2,6-difluorophenyl)imino]methyl]phenoxy]dimethylaluminum, CAS: 2851050-89-8), with T m at 396.04 K and ΔH fus at 11.137 kJ/mol. The range of molecular electrostatic potentials for the two compounds was obtained by molecular electrostatic potential analysis, with the potential range for compound 1 being from +95.1 kJ/mol to −133.2 kJ/mol and that for compound 2 being from +139.9 kJ/mol to −132.7 kJ/mol. Hirshfeld surface analysis indicated that H···H contacts were the dominant contact interactions in these two molecules. In addition, the solubilities of the two compounds in 11 pure solvents were determined, and experimental data were correlated using 7 thermodynamic equations. The results displayed that the NRTL model had the best correlation result for the two compounds. These experimental results will have significant implications for the purification, crystallization, and industrial applications of similar types of substances.

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Section: Methodsmentioning

confidence: 99%

“… b Compounds 1 and 2 were prepared by ref . The product was purified by recrystallization and dried under vacuum. …”

Section: Methodsmentioning

confidence: 99%

“…Compounds 1 and 2 were prepared by referring to the methods in our group (Figure ). The NMR data of the compound is consistent with the literature .…”

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%