CoII, NiII and UO2II complexes with β-diketones and their arylhydrazone derivatives: Synthesis, structure and catalytic activity in Henry reaction

Ma, Zhen; Sutradhar, Manas; Gurbanov, Atash V.; Maharramov, Abel M.; Aliyeva, Rafiga A.; Aliyeva, Farqana S.; Bahmanova, F. N.; Mardanova, Vusala I.; Chyragov, F. M.; Mahmudov, Kamran T.

doi:10.1016/j.poly.2015.07.054

Cited by 11 publications

(3 citation statements)

References 67 publications

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“…The results show that the aromatic aldehydes with electrondonating substituents (OCH3 or CH3, Table 3, entries 1-4) exhibit a lower reactivity than those bearing electron-withdrawing groups (NO2, Br or Cl, Table 3, entries 7-12) due to the higher electrophilicity of the aldehyde in the latter case. In comparison to the scarce examples found in the literature for the catalytic nitroaldol reaction in water, using catalysts based on different metals (Table S3), the conversions obtained in this work are comparable, or better in some cases, taking into consideration the indicated reaction conditions such as temperature, amount of catalyst, and reaction time [43,44,[60][61][62][75][76][77][78][79][80].…”

Section: Catalytic Activitysupporting

confidence: 55%

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

et al. 2019

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The catalytic activity of the water-soluble scorpionate coordination compounds [Cu(-NN’O-Tpms)2] (1), [Mn(Tpms)2] (2) and Li[FeCl2(-NN’N’’-Tpms)] (3) [Tpms = tris(pyrazolyl)-methane sulfonate, O3SC(pz)3], were studied towards the (Henry) reaction between benzaldehyde and nitromethane or nitroethane in aqueous medium to afford, respectively, 2-nitro-1-phenylethanol or 2-nitro-1-phenylpropanol, the latter in the syn and the anti diastereoisomeric forms. Complex 1 exhibited the highest activity under the optimum experimental conditions and was used to broaden the scope of the reaction to include several aromatic aldehydes achieving yields up to 94%.

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Section: Catalytic Activitysupporting

confidence: 55%

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

et al. 2019

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“…The significance of -carbonyl compounds in organic chemistry is difficult to overestimate. They are valuable building blocks in organic synthesis and coordination complexes (Shokova et al, 2015;Ma et al, 2015;Gurbanov et al, 2017Gurbanov et al, , 2018Mittersteiner et al, 2020). Cyclocondensation reactions of -diketones with various reagents mainly lead to the formation of carbocyclic and heterocyclic compounds (Mamedov et al, 2013(Mamedov et al, , 2019Naghiyev et al, 2019;Naghiyev, 2020).…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of 3-cyano-4-hydroxy-2-(4-methylphenyl)-6-oxo-N-phenyl-4-(thiophen-2-yl)cyclohexane-1-carboxamide 0.04-hydrate

et al. 2021

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In the title compound, C25H22N2O3S·0.04H2O, the central cyclohexane ring adopts a chair conformation. In the crystal, molecules are linked by N—H...O, C—H...O, and C—H...N hydrogen bonds, forming the molecular layers parallel to the bc plane, which interact by the van der Waals forces between them. A Hirshfeld surface analysis indicates that the contributions from the most prevalent interactions are H...H (41.2%), C...H/H...C (20.3%), O...H/H...O (17.8%) and N...H/H...N (10.6%).

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“…For several decades, polynuclear complexes and coordination polymers of 3d metals have attracted significant interest, evoked by a number of their unique properties, such as ferromagnetic ordering (Sun et al, 2016;Svane et al, 2015;Zhang et al, 2015), ferroelectricity (Ye et al, 2015;Yu et al, 2015;Liu et al, 2015), spin-crossover (Madadi et al, 2015;Rö sner et al, 2015;Aubö ck & Chergui, 2015) Motkuri et al, 2015), and catalytic properties (Bharati et al, 2015;Ma et al, 2015;Hod et al, 2015). Therefore, the synthesis of polynuclear 3d metal complexes with customdesigned structures and desirable properties is an attractive area of interest.…”

Section: Introductionmentioning

confidence: 99%

New homodinuclear tris(3-alkylpyrazolyl)borate complexes of Co^IIand Ni^IIwith a tetraacetylethane dianion as a bridging ligand

et al. 2016

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Polynuclear complexes and coordination polymers of 3d metals have attracted significant interest evoked by a number of their unique properties. One of the most common approaches to the directed synthesis of coordination polymers is the linking of pre-prepared discrete coordination units by polydentate ligands. The formation of polynuclear complexes is usually a spontaneous process and precise prediction of the products of such reactions is virtually impossible in most cases. Tris(pyrazolyl)borates (Tp) act as tripodal `capping' ligands which form stable complexes with 3d metal ions. In such 1:1 compounds, three metal-ion coordination sites are occupied by N atoms from a Tp anion. This limits the number of remaining coordination sites, and thus the number of additional ligands which may coordinate, and opens an attractive approach for the directed design of desirable structures by exploiting ligands with appropriate composition and topology. In the present study, Tp anions with neopentyl [Tp, tris(3-neopentylpyrazolyl)borate] and cyclohexyl [Tp, tris(3-cyclohexylpyrazolyl)borate] substituents were used as `capping' ligands and the dianion of tetraacetylethane (3,4-diacetylhexa-2,4-diene-2,5-diolate, tae) was employed as a bridge. The dinuclear complexes (μ-3,4-diacetylhexa-2,4-diene-2,5-diolato-κO,O:O,O)bis{[tris(3-cyclohexyl-1H-pyrazol-1-yl-κN)borato]cobalt(II)} acetonitrile disolvate, [Co(CHBN)(CHO)]·2CHCN, (I)·2CHCN, and (μ-3,4-diacetylhexa-2,4-diene-2,5-diolato-κO,O:O,O)bis{[tris(3-neopentyl-1H-pyrazol-1-yl-κN)borato]nickel(II)}, [Ni(CHBN)(CHO)], (II), were synthesized by the reaction of the mononuclear complexes TpCoCl or TpNiCl with Htae (3,4-diacetylhexane-2,5-dione or tetraacetylethane) in the presence of NEt as base. Compounds (I) and (II) were characterized by mass spectrometry, elemental analysis, and X-ray crystallography. They possess similar molecular structures, X-ray diffraction revealing them to be dinuclear in nature and composed of discrete Tp-M units in which two metal ions are linked by a tae dianion. Each metal ion possesses a five-coordinate square-pyramidal environment. The interplanar angles between the acetylacetonate fragments are significantly smaller than the near-90° values commonly observed.

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CoII, NiII and UO2II complexes with β-diketones and their arylhydrazone derivatives: Synthesis, structure and catalytic activity in Henry reaction

Cited by 11 publications

References 67 publications

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

Crystal structure and Hirshfeld surface analysis of 3-cyano-4-hydroxy-2-(4-methylphenyl)-6-oxo-N-phenyl-4-(thiophen-2-yl)cyclohexane-1-carboxamide 0.04-hydrate

New homodinuclear tris(3-alkylpyrazolyl)borate complexes of Co^IIand Ni^IIwith a tetraacetylethane dianion as a bridging ligand

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CoII, NiII and UO2II complexes with β-diketones and their arylhydrazone derivatives: Synthesis, structure and catalytic activity in Henry reaction

Cited by 11 publications

References 67 publications

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

Crystal structure and Hirshfeld surface analysis of 3-cyano-4-hydroxy-2-(4-methylphenyl)-6-oxo-N-phenyl-4-(thiophen-2-yl)cyclohexane-1-carboxamide 0.04-hydrate

New homodinuclear tris(3-alkylpyrazolyl)borate complexes of CoIIand NiIIwith a tetraacetylethane dianion as a bridging ligand

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New homodinuclear tris(3-alkylpyrazolyl)borate complexes of Co^IIand Ni^IIwith a tetraacetylethane dianion as a bridging ligand