Amino acid Schiff base complex catalyst for effective oxidation of olefins with molecular oxygen

Wang, Rong‐Min; Hao, Cheng-Jun; Wang, Yun‐Pu; Li, Shuben

doi:10.1016/s1381-1169(99)00143-0

Cited by 86 publications

(18 citation statements)

References 11 publications

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“…Salicylaldehyde amino acid Schiff-base ligands and their complexes were synthesized using published methods [16,18,21]. The salicylaldehyde amino acid Schiff-base ligands (HO-SAH 2 ) were dried in vacuum, and the yields of salicylaldehyde L-Cysteine Schiff-base ligand (HO-SCH 2 ), Glycine Schiff-base ligand (HO-SGH 2 ) and L-Histidine Schiff-base ligand (HO-SHH 2 ) were all above 80 %.…”

Section: Preparation Of Amino Acid Schiff-base Ligands and Their Compmentioning

confidence: 99%

“…Michael [16] and Lumme [17] reported that salicylaldehyde amino acid Schiff-base metal complexes exhibit higher inhibitory effects on murine L1210 lymphoid leukemia cell. Our group found that the amino acid Schiff-base complexes could be easily prepared with amino acid, salicylaldehyde and metal salts in alcohol, and it could effectively activate O 2 , which being applied to oxidize olefins [18]. The BSA is a versatile protein, which can easily bind with a wide range of insoluble endogenous and exogenous compounds [19].…”

Section: Introductionmentioning

confidence: 99%

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Albumin Conjugating Amino Acid Schiff-Base Metal Complexes for Scavenging Superoxide Anion Radical

Zhou

Pan

et al. 2015

J Inorg Organomet Polym

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Superoxide anion radical (O 2•-) is a toxic reactive oxygen species (ROS). Schiff-base metal complexes have been widely studied as synthetic antioxidants to scavenge ROS. However, it is toxic and shows poor water solubility. In this work, a kind of novel water-soluble biopolymer/metal complex conjugate (HO-SAM@BSA) was prepared by binding the 4-hydroxy-salicylaldehyde amino acid Schiffbase metal complexes (HO-SAM, M = Cu, Zn, Co) with water-soluble biopolymer bovine serum albumin (BSA). The conjugates were characterized using IR, UV-Vis, circular dichroism spectra (CD), and polyacrylamide gel electrophoresis (PAGE). The results show that the structure of BSA is maintained when the binding rate (n HO-SAM: n BSA ) of amino acid Schiff-base metal complexes is 10. In addition, the O 2•-scavenging activities of resultant conjugates were determined via nitrobule tetrazolium assay method. After combining HO-SAM into BSA, the poor water-solubility of HO-SAM is improved, and the O 2•-scavenging activity of BSA increases dramatically. The conjugation HOSCCu@BSA displays excellent O 2•-scavenging activity. When the EC 50 value was 0.10 lmol/L, the analog quantity reached 41 % of natural SOD. Therefore, it can act as a bifunctional mimic of enzyme, which has a great application prospect in antioxidant drug.

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Section: Preparation Of Amino Acid Schiff-base Ligands and Their Compmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Albumin Conjugating Amino Acid Schiff-Base Metal Complexes for Scavenging Superoxide Anion Radical

Zhou

Pan

et al. 2015

J Inorg Organomet Polym

Self Cite

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“…Therefore, a large number of cytochrome P450 oxocomplexes, including the nonporphyrinic ligands such as Schiff base complexes, have been tested for their catalytic activity [13][14][15][16][17] and their electrocatalytic properties [8,[17][18][19][20][21][22][23][24][25][26]. Thus, new catalysts deriving from symmetrical tetradentate ruthenium-Schiff base complexes seem to be more and more attractive and efficient in catalysis [27,28]. These new electrocatalytic systems have been less studied than those currently applied in catalysis [6].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Electrochemical Study of Tetradentate Ruthenium‐Schiff Base Complexes: Dioxygen Activation with a Cytochrome P450 Model Using 1‐ or 2‐Methylimidazole as Axial Bases

Ourari

Khelafi

Aggoun

et al. 2011

Advances in Physical Chemistry

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Salicylaldehyde, 2-hydroxyacetophenone, and 3,5-dichlorosalicylaldehyde react with 1,2-diaminoethane to give three symmetrical Schiff bases H 2 L 1 , H 2 L 2 , and H 2 L 3 , respectively. With Ru(III) ions, these ligands lead to three complexes: Ru(III)ClL 1 (1), Ru(III)ClL 2 (2), and Ru(III)ClL 3 (3). The purity of these compounds was estimated by TLC technique and microanalysis while their structures were supported by the usual spectroscopic methods such as NMR, infrared, and electronic spectra. The cyclic voltammetry in acetonitrile showed irreversible waves for all three ligands. Under the same experimental conditions, it was proved that the ruthenium is coordinated in the three complexes 1, 2, and 3 showing quasireversible redox systems. The behavior of these complexes and their comparison with cytochrome P450 are investigated using them as catalysts in the presence of molecular oxygen with an apical nitrogen base: 1-or 2-methylimidazole.

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“…There are some reports on the application of Schiff base complexes in catalytic reactions [20][21][22][23]. There are a few reports on the preparation and investigation of catalytic activity of heterogeneous catalysts based on supported amino acid Schiff bases [24][25][26][27].…”

Section: Introductionmentioning

confidence: 99%

Immobilization of a molybdenum-glycine Schiff base complex within the nanocages of zeolite Y with flexible ligand method

2016

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Immobilization of a molybdenum-glycine Schiff base complex onto the supercages of zeolite Y was achieved through the flexible ligand method. The prepared material was characterized by different physicochemical techniques. FT-IR spectroscopy confirmed the immobilization of the complex onto the nanocages of zeolite Y. X-ray diffraction analysis revealed that textural properties of zeolite Y support were preserved during the immobilization process. Nitrogen adsorption-desorption analysis demonstrated the decrease in surface area of the prepared material in comparison with parent zeolite Y. Inductively coupled plasma optical emission spectroscopy showed the presence of 0.75 mmol g -1 molybdenum in the final material. The obtained material exhibited high catalytic activity, stability, and recyclability in the epoxidation of olefins with tert-butylhydroperoxide as oxidant.

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Amino acid Schiff base complex catalyst for effective oxidation of olefins with molecular oxygen

Cited by 86 publications

References 11 publications

Albumin Conjugating Amino Acid Schiff-Base Metal Complexes for Scavenging Superoxide Anion Radical

Albumin Conjugating Amino Acid Schiff-Base Metal Complexes for Scavenging Superoxide Anion Radical

Synthesis, Characterization, and Electrochemical Study of Tetradentate Ruthenium‐Schiff Base Complexes: Dioxygen Activation with a Cytochrome P450 Model Using 1‐ or 2‐Methylimidazole as Axial Bases

Immobilization of a molybdenum-glycine Schiff base complex within the nanocages of zeolite Y with flexible ligand method

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