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| Naji, M. |
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| Motta, Antonella |
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| Aletan, Dirar |
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| Mohamed, Tarek |
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| Ertürk, Emre |
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| Taccardi, Nicola |
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| Kononenko, Denys |
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| Petrov, R. H. | Madrid |
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| Alshaaer, Mazen | Brussels |
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| Bih, L. |
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| Casati, R. |
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| Muller, Hermance |
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| Kočí, Jan | Prague |
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| Šuljagić, Marija |
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| Kalteremidou, Kalliopi-Artemi | Brussels |
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| Azam, Siraj |
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| Ospanova, Alyiya |
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| Blanpain, Bart |
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| Ali, M. A. |
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| Popa, V. |
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| Rančić, M. |
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| Ollier, Nadège |
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| Azevedo, Nuno Monteiro |
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| Landes, Michael |
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| Rignanese, Gian-Marco |
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Patter, Akhil
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Publications (2/2 displayed)
- 2023Polymer-Supported Oxidovanadium(IV) Complexes and Their Catalytic Applications in One-Pot Multicomponent Reactions Producing Biologically Active 2,4,5-Trisubstituted-1H-imidazolescitations
- 2023Polymer-Supported Oxidovanadium(IV) Complexes and Their Catalytic Applications in One-Pot Multicomponent Reactions Producing Biologically Active 2,4,5-Trisubstituted-1H-imidazolescitations
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article
Polymer-Supported Oxidovanadium(IV) Complexes and Their Catalytic Applications in One-Pot Multicomponent Reactions Producing Biologically Active 2,4,5-Trisubstituted-1H-imidazoles
Abstract
<jats:p>Two new monobasic tridentate O⁀N⁀N donor ligands, HL1 (I) and HL2 (II) have been obtained in two steps by reacting phenylhydrazine and salicylaldehyde or 3,5-di-tert-butylsalicylaldehyde and then reacting the resulting compounds with 2-chloromethylbenzimidazole in the presence of triethylamine. The reaction of [VIVO(acac)2] with these ligands in a 1:1 molar ratio in dry methanol led to the formation of homogeneous oxidovanadium(IV) complexes [VIVO(acac)L1] (1) and [VIVO(acac)L2] (2). Immobilization of these complexes on chloromethylated polystyrene (PS-Cl) cross-linked with divinyl benzene resulted in corresponding polymer-supported heterogeneous complexes PS-[VIVO(acac)L1] (3) and PS-[VIVO(acac)L2] (4). Ligands (I and II), homogeneous complexes (1 and 2) and heterogeneous complexes (3 and 4) have been characterized using elemental analysis and various spectroscopic techniques. A single crystal X-ray diffraction study of I and 1 further confirms their structures. The oxidation state IV of vanadium in these complexes was assured by recording their EPR spectra while heterogeneous complexes were further characterized using field emission-scanning electron microscopy (FE-SEM) combined with energy dispersive X-ray analysis (EDS) and atomic force microscopy (AFM). All vanadium complexes have been explored for their catalytic potential to one-pot-three-component reactions (reagents: benzil, ammonium acetate and various aromatic aldehydes) for the efficient synthesis of 2,4,5-triphenyl-1H-imidazole derivatives (nine examples). Various reaction conditions have been optimized to obtain a maximum yield (up to 96%) of catalytic products. It has been found that heterogeneous complexes show excellent catalytic activity and are recyclable up to five catalytic cycles.</jats:p>