Novel bidentate <i>N</i>-coordinated alkylaluminum complexes: synthesis, characterization, and efficient catalysis for hydrophosphonylation

Wei, Biao; Wang, Chaoqun; Miao, Hui; Qin, Zhibiao; Huang, Mengna; Xu, Yan; Xue, Wenhui; Yang, Shucheng; Liu, Chenxu; Bai, Cuibing; Chen, Zheng

doi:10.1039/d3dt04087a

Dalton Trans.

2024

DOI: 10.1039/d3dt04087a

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Novel bidentate N-coordinated alkylaluminum complexes: synthesis, characterization, and efficient catalysis for hydrophosphonylation

Biao Wei,

Chaoqun Wang,

Hui Miao

et al.

Abstract: Five new alkylaluminum complexes with different pyridinyl-substituted imines or cyclohexyl-substituted imines were synthesized and characterized successfully. The aluminum complex [FlCHNCH(CH3)Py]AlMe2(Py=2-Pyridyl) (1) was obtained by reacting with 9-[2-Pyridyl-CH(CH3)-N=CH]Fl(Fl=Fluorenyl) (L1) and equimolar...

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Cited by 2 publications

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Alkylaluminum Complexes Featuring Bridged Bis-Formylfluorenimide Ligands for Hydroboration of Aldehyde, Ketone, and Imines

Wang,

Huang,

Miao

et al. 2024

Inorg. Chem.

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Three bis-formylfluorenimide ligands with different bridging groups were designed and synthesized, leading to the successful preparation of six novel alkylaluminum complexes through their reaction with alkylaluminum reagents (AlMe 3 or AlEt 3 ). Complexes 1 and 2 were obtained by the reaction of 1,2-propylene-bridged diamine (L 1 ) with AlMe 3 or AlEt 3 . By reacting 1,2-cyclohexylene-bridged diamine (L 2 ) with AlMe 3 or AlEt 3 to obtain complexes 3 and 4. The above ligands formed a bidentate fourcoordinate structure with alkylaluminum, which involved the elimination of one alkyl group as the ligand reacted with alkylaluminum. The complexes 5 and 6 were synthesized through the reaction of 1,2-phenylene-bridged diamine (L 3 ) with AlEt 3 in toluene or tetrahydrofuran. Notably, L 3 exhibited unique reactivity compared with the other ligands, which formed a tridentate four-coordinated structure when reacting with alkylaluminum. The formation of the tridentate complex resulted from the introduction of a benzimidazole derivative or tetrahydrofuran (THF) molecule along with the elimination of two alkyl groups during its coordination with alkylaluminum. All complexes were characterized via 1 H NMR, 13 C NMR, and elemental analysis, with structural determination confirmed through X-ray. Furthermore, the catalytic activity in the hydroboration reaction of aldehyde, ketone, and imines was investigated with these complexes as catalysts. Among them, complex 1 demonstrated excellent catalytic performance (up to 99% yield) and broad substrate compatibility (more than 30 substrates) at low catalyst loading (1 mol %) under mild reaction conditions.

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Alkylaluminum Complexes Featuring Bridged Bis-Formylfluorenimide Ligands for Hydroboration of Aldehyde, Ketone, and Imines

Wang,

Huang,

Miao

et al. 2024

Inorg. Chem.

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Ring-Opening Polymerization of ε-Caprolactone with Anhydrous Iron (III) Chloride as Catalyst

Zhang

2024

SSP

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A green and nontoxic ring-opening polymerization (ROP) of ε-caprolactone (CL) with appreciably high molecular weight (Mn), low dispersity (PDI), and high conversion was achieved using FeCl3 as a catalyst and Benzyl alcohol as an initiator in solvents at ambient temperature. Effects of Fe compounds, solvents, reaction temperature, catalyst concentration, and monomer concentration were investigated. The kinetic experiments reveal the controlled nature of using FeCl3 as a catalyst.

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Novel bidentate N-coordinated alkylaluminum complexes: synthesis, characterization, and efficient catalysis for hydrophosphonylation

Cited by 2 publications

References 77 publications

Alkylaluminum Complexes Featuring Bridged Bis-Formylfluorenimide Ligands for Hydroboration of Aldehyde, Ketone, and Imines

Alkylaluminum Complexes Featuring Bridged Bis-Formylfluorenimide Ligands for Hydroboration of Aldehyde, Ketone, and Imines

Ring-Opening Polymerization of ε-Caprolactone with Anhydrous Iron (III) Chloride as Catalyst

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