Dinuclear Zn(II) complexes with Schiff base ligands derived from 4-aminoantipyrine; crystal structure and catalytic activity in the synthesis of tetrazoles

Bikas, Rahman; Rashvand, Mohammad-Hossein; Heydari, Neda; Kozakiewicz‐Piekarz, Anna

doi:10.1016/j.molstruc.2023.135278

Cited by 10 publications

(7 citation statements)

References 71 publications

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“…Table 4 summarizes the compounds endowed with this activity most recently reported. Bikas et al (2023) [105] described the synthesized and characterization of two dinuclear Zn(II) complexes with SBs, namely Zn 2 (L 1 ) 2 (N 3 ) 2 (43) and Zn 2 (L 2 ) 2 (N 3 ) 2 (44), derived from 4-aminoantipyrine. The complexes were demonstrated to be active catalysts in the reaction of benzonitrile and sodium azide for the synthesis of tetrazoles.…”

Section: Metal Complexes With Sbs With Catalytic Activitymentioning

confidence: 99%

Metal Complexes with Schiff Bases as Antimicrobials and Catalysts

Iacopetta,

Ceramella,

Catalano

et al. 2023

Inorganics

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Complexes of Schiff bases (SBs) with metals are promising compounds exhibiting a broad range of applications, such as catalysts, polymers, dyes, and several biological activities, including antimicrobial, anticancer, antioxidant, antimalarial, analgesic, antiviral, antipyretic, and antidiabetic actions. Considering the crisis that the whole world is now facing against antimicrobial-resistant bacteria, in the present review, we chose to focus on the activity of SBs as antimicrobials, particularly underlying the most recent studies in this field. Finally, some interesting catalytic applications recently described for metal complexes with SBs have also been discussed.

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Section: Metal Complexes With Sbs With Catalytic Activitymentioning

confidence: 99%

Metal Complexes with Schiff Bases as Antimicrobials and Catalysts

Iacopetta,

Ceramella,

Catalano

et al. 2023

Inorganics

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“…These ligands are formed by a condensation reaction of salicylaldehyde (substituted or unsubstituted) with a chiral diamine. The most widely used amine is 1,2‐cyclohexanediamine, while the simplest amine is 1,2‐ethylendiamine because it is an achiral amine 27,28 . The Jacobsen catalyst is the best compound for olefin asymmetric epoxidation 29,30 .…”

Section: Introductionmentioning

confidence: 99%

“…The most widely used amine is 1,2-cyclohexanediamine, while the simplest amine is 1,2-ethylendiamine because it is an achiral amine. 27,28 The Jacobsen catalyst is the best compound for olefin asymmetric epoxidation. 29,30 It is an Mn (III) complex with N,N 0 -bis(3,5-di-tert-butylsalicylidene)-1,2cyclohexanediamine used for many types of prochiral conjugated olefins in the oxidizing agent presence.…”

Section: Introductionmentioning

confidence: 99%

Diastereoselective synthesis of cis‐1,2‐limonene oxide using dimeric Salen‐Mn (III) complexes as reusable catalysts

Cubillos,

Rubio,

Murcia

et al. 2024

Applied Organom Chemis

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Diastereoselective epoxidation of R‐(+)‐limonene using achiral and racemic dimeric Salen‐Mn (III) complexes as catalysts ((1a) and (1b)) and in situ generated dimethyldioxirane (DMDO) as an oxidizing agent was explored. The best reaction parameters were: (i) KHSO5/R‐(+)‐limonene molar ratio = 0.25; (ii) R‐(+)‐limonene, catalyst molar ratio = 20, (iii) absence of nitrogenous bases (axial ligands), (iv) ambient temperature (20°C), (v) racemic dimeric catalyst, and (vi) low amount of acetone (4 mL). Under these reaction conditions isolated yield to 1,2‐(+)‐limonene oxide and diastereomeric excess (d.e), and diastereomeric yield excess (d.y.e) to major diastereomer (cis‐epoxide) was 96%, 77%, and 72%, respectively. Moreover, the catalyst was segregated into a solid phase, while products remained in the liquid phase, allowing the easy separation of the catalyst and reaction products. Consequently, the catalyst could be recycled up to three times without appreciable loss of its initial catalytic activity.

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“…Recently Kozakiewicz-Piekarz and co-workers have delineated the synthesis of 5-phenyl-1H-tetrazole from the reaction of benzonitrile and sodium azide using phenolatobridged two dinucelar Zn(II) complexes carrying azido groups coordinated to each zinc ion. 74 To date, these are the only azido group containing complexes used to catalyze the synthesis of tetrazole. Although the catalytic utility of these complexes is limited by only one substrate and versatility of the Over the past few decades, cobalt complexes have emerged as perfect replacements for the highly effective Platinum Group Metal (PGM) based catalysts.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Pathak , and Ghosh have independently demonstrated the utility of Cu(II)-Schiff base and Cu(II)-salen type complexes in catalyzing the synthesis of tetrazoles. Recently Kozakiewicz-Piekarz and co-workers have delineated the synthesis of 5-phenyl-1H-tetrazole from the reaction of benzonitrile and sodium azide using phenolato-bridged two dinucelar Zn(II) complexes carrying azido groups coordinated to each zinc ion . To date, these are the only azido group containing complexes used to catalyze the synthesis of tetrazole.…”

Section: Introductionmentioning

confidence: 99%

Catalytic Tetrazole Synthesis via [3+2] Cycloaddition of NaN₃ to Organonitriles Promoted by Co(II)-complex: Isolation and Characterization of a Co(II)-diazido Intermediate

Babu,

Sinha

2024

ACS Omega

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The [3+2] cycloaddition of sodium azide to nitriles to give 5substituted 1H-tetrazoles is efficiently catalyzed by a Cobalt(II) complex (1) with a tetradentate ligand N,N-bis(pyridin-2-ylmethyl)quinolin-8-amine. Detailed mechanistic investigation shows the intermediacy of the cobalt(II) diazido complex (2), which has been isolated and structurally characterized. Complex 2 also shows good catalytic activity for the synthesis of 5-substituted 1H-tetrazoles. These are the first examples of cobalt complexes used for the [3+2] cycloaddition reaction for the synthesis of 1H-tetrazoles under homogeneous conditions.

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Dinuclear Zn(II) complexes with Schiff base ligands derived from 4-aminoantipyrine; crystal structure and catalytic activity in the synthesis of tetrazoles

Cited by 10 publications

References 71 publications

Metal Complexes with Schiff Bases as Antimicrobials and Catalysts

Metal Complexes with Schiff Bases as Antimicrobials and Catalysts

Diastereoselective synthesis of cis‐1,2‐limonene oxide using dimeric Salen‐Mn (III) complexes as reusable catalysts

Catalytic Tetrazole Synthesis via [3+2] Cycloaddition of NaN₃ to Organonitriles Promoted by Co(II)-complex: Isolation and Characterization of a Co(II)-diazido Intermediate

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Dinuclear Zn(II) complexes with Schiff base ligands derived from 4-aminoantipyrine; crystal structure and catalytic activity in the synthesis of tetrazoles

Cited by 10 publications

References 71 publications

Metal Complexes with Schiff Bases as Antimicrobials and Catalysts

Metal Complexes with Schiff Bases as Antimicrobials and Catalysts

Diastereoselective synthesis of cis‐1,2‐limonene oxide using dimeric Salen‐Mn (III) complexes as reusable catalysts

Catalytic Tetrazole Synthesis via [3+2] Cycloaddition of NaN3 to Organonitriles Promoted by Co(II)-complex: Isolation and Characterization of a Co(II)-diazido Intermediate

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Catalytic Tetrazole Synthesis via [3+2] Cycloaddition of NaN₃ to Organonitriles Promoted by Co(II)-complex: Isolation and Characterization of a Co(II)-diazido Intermediate