Copper Complexes of Chiral Tetradentate Binaphthyl Schiff-Base Ligands: Syntheses, X-ray Crystal Structures and Activity in Catalytic Asymmetric Cyclopropanation of Alkenes

Che, Chi‐Ming; Kwong, Hoi‐Lun; Chu, Wai-Cheung; Cheng, Ke; Lee, Wing‐Sze; Yu, Hing-Sun; Yeung, Chi‐Tung; Cheung, Keung-Kai

doi:10.1002/1099-0682(200206)2002:6<1456::aid-ejic1456>3.0.co;2-h

Cited by 26 publications

(2 citation statements)

References 40 publications

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“…The shortest bonds within the coordination polyhedron involve deprotonated phenoxide oxygen atoms (d(Cu-O) in the range of 1.899(4)-1.924(5) Å), while slightly longer are the bonds involving azomethine nitrogen atoms (d(Cu-N) in the range of 1.941(6)-1.995(6) Å), as presented in Table 3. These values are in line with those found for Cu(II) complexes with structurally similar ligands [30][31][32][33][34][35][36][37][38]. The oxygen atom of one carboxylate group participates in a bond of a significantly longer length compared to the rest of the metal-ligand bonds (2.626(5) Å in 1 and 2.774(4) Å for 2).…”

Section: Bond Distances (å) Angles (°) D-h•••supporting

confidence: 88%

Polymeric Copper(II) Complexes with a Newly Synthesized Biphenyldicarboxylic Acid Schiff Base Ligand—Synthesis, Structural and Thermal Characterization

et al. 2022

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The newly synthesized biphenyldicarboxylic acid Schiff base and its complexes with Cu(II) were synthesized, and their spectroscopic and structural analysis was performed. The reaction of the ligand and copper(II) acetate in different solvents resulted in the formation of two solvatomorphic complexes, one with MeOH, and the other with DMF molecules, in the crystal lattice. The differences in the results of the thermal analysis could be explained by the different polarities of the solvents present. SC-XRD analysis revealed that the ligand is coordinated as a dianion, in a pentadentate manner, through two phenoxide oxygen atoms, two azomethine nitrogen atoms, and with the oxygen atom of one carboxylate functioning as a bridge that connects the monomeric units. The coordination polyhedron was described with several parameters obtained from different methods of calculation. The presence of different solvents in the crystal structure results in differences in the H-bond networks, and an overall different crystal packing of the structural units in the obtained complexes.

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Section: Bond Distances (å) Angles (°) D-h•••supporting

confidence: 88%

Polymeric Copper(II) Complexes with a Newly Synthesized Biphenyldicarboxylic Acid Schiff Base Ligand—Synthesis, Structural and Thermal Characterization

et al. 2022

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“…Organometallic complexes containing Schiff bases [13] have been used as catalysts for asymmetric cyclopropanation [14][15][16][17] and enantioselective aziridination [18]. Recently, bisbidentate Schiff-base metal complexes have been used as polymerization catalysts [19], in molecular hyperpolarizability studies [20] and for preparation of ion selective electrodes [21][22][23][24][25].…”

Section: Introductionmentioning

confidence: 99%

Convenient, mild and rapid synthesis and characterization of some Schiff-base ligands and their complexes with uranyl(II) ion

Naeimi

Salimi

Rabiei

2008

Journal of Coordination Chemistry

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Some Schiff-base complexes of UO 2 (II) ion derived from 2-hydroxyacetophenone and aliphatic diamines under reflux conditions have been synthesized. The resulting ligands and their complexes have been characterized by elemental analyses (C, H, N), infrared, 1 H NMR, 13 C NMR and mass spectra. In these efficient reactions, Schiff-base complexes with important applications in analytical and organic chemistry are prepared.

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Anchoring of Copper(II) Acetylacetonate onto an Activated Carbon Functionalised with a Triamine

et al. 2004

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Copper(II) acetylacetonate was anchored onto a triamine functionalised activated carbon by Schiff condensation using a four‐step procedure: (i) oxidation of activated carbon with nitric acid; (ii) treatment with thionyl chloride to convert carbon surface carboxylic acids into acyl chlorides; (iii) condensation of acyl chloride functionalities with amine groups of bis(3‐aminopropyl)amine (trien); and (iv) Schiff condensation between free amine groups of bound trien with the oxygen atoms of acetylacetonate coordinated to the copper(II) ion. The same complex was also anchored to the unmodified activated carbon and to the acyl chloride functionalised carbon prepared in (ii). The resulting carbon‐based materials were characterised by elemental analysis, surface techniques (SEM and XPS), temperature programmed desorption, and nitrogen adsorption at 77 K and EPR spectroscopy for the materials with copper(II) complexes. Data from all techniques provided evidence for (i) the covalent binding of trien to acyl chloride functionalities; and (ii) the irreversible attachment of [Cu(acac)2] to all carbon‐based materials. Data for the materials with copper(II) proved conclusively that only the immobilisation procedure based on Schiff condensation with trien led to copper(II) complexes in which the metal centre remains four‐coordinate. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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Copper Complexes of Chiral Tetradentate Binaphthyl Schiff-Base Ligands: Syntheses, X-ray Crystal Structures and Activity in Catalytic Asymmetric Cyclopropanation of Alkenes

Cited by 26 publications

References 40 publications

Polymeric Copper(II) Complexes with a Newly Synthesized Biphenyldicarboxylic Acid Schiff Base Ligand—Synthesis, Structural and Thermal Characterization

Polymeric Copper(II) Complexes with a Newly Synthesized Biphenyldicarboxylic Acid Schiff Base Ligand—Synthesis, Structural and Thermal Characterization

Convenient, mild and rapid synthesis and characterization of some Schiff-base ligands and their complexes with uranyl(II) ion

Anchoring of Copper(II) Acetylacetonate onto an Activated Carbon Functionalised with a Triamine

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