A mixed-ligand ternary complex of nickel(II): synthesis, characterization and catalytic investigation for the synthesis of pyranopyrazoles

A mixed-ligand ternary complex of nickel(II): synthesis, characterization and catalytic investigation for the synthesis of pyranopyrazoles

A new mixed-ligand Ni(II) complex, [Ni(L)(mimi)], was prepared by the reaction of Ni(OAc) 2 ·4H 2 O, 4-bromo-2-[(2-hydroxy-5-methylphenyl]iminomethyl]phenol [H 2 L] and 1-methylimidazole (mimi) in two forms of bulk and nanoparticle sizes using slow evaporation and ultrasonic irradiation, respectivel...

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Bibliographic Details
Published in:Transition metal chemistry (Weinheim) Vol. 40; no. 1; pp. 39 - 45
Main Authors: Ebrahimipour, S. Yousef, Ranjabr, Zohre Rashid, Kermani, Esmat Tavakolinejad, Amiri, Behjat Pour, Rudbari, Hadi Amiri, Saccá, Alessandro, Hoseinzade, Fatemeh
Format: Journal Article
Language:English
Published: Cham Springer International Publishing 01-02-2015
Springer Nature B.V
Subjects:
Aldehydes
Catalysis
Catalysts
Chemistry
Chemistry and Materials Science
Ethanol
Ethyl alcohol
Hydrazines
Inorganic Chemistry
Irradiation
Nanostructure
Organometallic Chemistry
Physical Chemistry
Synthesis
Ethyl Acetoacetate
Hydrazine Hydrate
Malononitrile
Pyrazole
Ultrasonic Irradiation
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Summary:A new mixed-ligand Ni(II) complex, [Ni(L)(mimi)], was prepared by the reaction of Ni(OAc) 2 ·4H 2 O, 4-bromo-2-[(2-hydroxy-5-methylphenyl]iminomethyl]phenol [H 2 L] and 1-methylimidazole (mimi) in two forms of bulk and nanoparticle sizes using slow evaporation and ultrasonic irradiation, respectively. The complex was characterized by physicochemical and spectroscopic methods, and also by single crystal X-ray diffraction. The Ni(II) center is coordinated by the ONO donor ligand and the nitrogen of 1-methylimidazole. Scanning electron microscopy revealed that the particle size of the complex synthesized using ultrasonic irradiation was below 100 nm. Both the nano and bulk forms of [Ni(L)(mimi)] were found to be effective catalysts for four-component synthesis of dihydropyrano[2,3-c]pyrazoles from a stoichiometric mixture of ethyl acetoacetate, hydrazine hydrate, aldehyde and malononitrile in ethanol, and furthermore, the catalytic activity of the nano form of the complex is higher.
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ISSN:0340-4285
1572-901X
DOI:10.1007/s11243-014-9887-9