Well-defined dinuclear silver phosphine complexes based on nitrogen donor ligand and their high efficient catalysis for A3-coupling reaction

Chen, Jingjing; Gan, Zhi‐Liang; Huang, Qi; Yi, Xiao‐Yi

doi:10.1016/j.ica.2017.05.018

Cited by 22 publications

(11 citation statements)

References 41 publications

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Section: Resultsmentioning

confidence: 99%

“…Ligands H L 1 , H L 2 , and H L 5 [4b] were synthesized according to the literature. C s ‐symmetric H L 3 ligand with bromo‐substitution on one of the pyridyl rings were designed and synthesized by the modified method . Reaction of divinyl sulfone with mixture of 6‐bromopyridine‐2‐carboxaldehyde and 2‐pyridylcarboxaldehyde (molar ratio = 1:1) under conditions of sodium acetate as base and 3‐benzyl‐5‐(2‐hyroxyethyl)‐4‐methyl‐1,3‐thiazolium chloride as catalyst in absolute ethanol gave a mixture of diones, the crude diones were converted to H L 3 in low yield (5 %) by treatment with ammonium acetate.…”

Section: Resultsmentioning

confidence: 99%

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Zinc Complexes with Tridentate Pyridyl‐Pyrrole Ligands and their Use as Catalysts in CO₂ Fixation into Cyclic Carbonates

Chen

Gan

et al. 2019

Eur J Inorg Chem

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Pyridyl‐pyrrole ligands usually mimic the polypyridine ligand, and their metal complexes are interesting due to their rich coordination chemistry and their use in molecular devices, biological therapeutics, and catalytic transformations. Cs‐symmetric HL3 ligand Br‐substituted on one of the pyridyl rings was designed and synthesized by Paal–Knorr pyrrole condensation. Ligand HL4 was synthesized by Suzuki‐coupling reaction between HL3 and 2‐thiopheneboronic acid in the presence of K2CO3 and Pd(PPh3)4 in degassed THF/H2O solution. Zinc complexes 1–5 with HL1 to HL5 were prepared by treatment of the corresponding pyridyl‐pyrrole ligands with diethylzinc in toluene at 0 °C in high yield. Ligand HL3 and all zinc complexes are characterized by X‐ray diffraction analysis. The structure of free HL3 is planar. The geometries at Zn in 1, 2, and 5 are compressed octahedra, while in 3 and 4 they are perhaps best described as being between cis‐divacant octahedral and distorted tetrahedral. In these zinc complexes, shorter Zn–Npyrrole [1.878(5)‐1.950(4) Å] and longer Zn–Npyridine [2.108(5)‐2.509(3) Å], Zn‐Npendant pyridine [2.802(2)‐3.039(3) Å] bond lengths are observed. Complexes 2 and 3 were used as catalysts to promote the coupling reaction of CO2 and various epoxides under solvent‐free conditions, and the catalytic mechanism was investigated by 1H NMR spectroscopy.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Zinc Complexes with Tridentate Pyridyl‐Pyrrole Ligands and their Use as Catalysts in CO₂ Fixation into Cyclic Carbonates

Chen

Gan

et al. 2019

Eur J Inorg Chem

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“…With the advantages of unique pharmacological activity [4,5], high catalytic activity [6], photoelectric properties [7], biological activity [8], simple operation and low cost, pyridine derivatives were widely used in the areas of pharmacy and chemical industry [9,10]. Obviously, the synthesis of new pyridine derivatives have drawn attentions in recent decades.…”

Section: Commentmentioning

confidence: 99%

The crystal structure of 1,5-di(naphthalen-2-yl)-3-(pyridin-2-yl)pentane-1,5-dione, C₃₀H₂₃NO₂

Zuo

Song

et al. 2018

Zeitschrift Für Kristallographie - New Crystal Structures

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“…The key mechanistic step during this reaction requires the formation of a metal acetylide intermediate which is then added to the iminium ion. For this reason, a variety of Ag I sources has been utilized in this reaction, 55 including simple salts 56 , coordination compounds [57][58][59][60] and CPs 41,42,61 . The second reaction involves treatment of alkynes with water, resulting to the synthesis of ketones that follow Markonikov's rule.…”

Section: Introductionmentioning

confidence: 99%

Structural Diversity and Catalytic Properties in a Family of Ag(I)-Benzotriazole Based Coordination Compounds

Loukopoulos

Abdul‐Sada

Viseux

et al. 2018

Crystal Growth & Design

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In this work we study the coordination chemistry of a series of semi-rigid benzotriazole based ligands (L 1-L 3) along with the low coordination number but versatile Ag I ions. This has led to nine new coordination compounds formulated [Ag(L 1)(CF3CO2)] (1), [Ag2(L 1T)2(CF3SO3)2]•2Me2CO (2), [Ag(L 2T)(ClO4)(Me2CO)] (3), [Ag(L 2T)(BF4)(Et2O)] (4), [Ag2(L 3T)2(ClO4)2]2 (5), [Ag(L 3)(NO3)] (6), [Ag2(L 3T)2(CF3CO2)2] (7), [Ag2(L 3T)(CF3SO3)2] (8) and [Ag2(L 3T)2(CF3CF2CO2)2]•2Me2CO (9). These compounds show structural diversity including dimers (5, 7, 9), one dimensional (1D) (3, 4, 6) and two dimensional (2D) (1, 2, 8) coordination polymers. The presence of the two-CH2-units between the three rigid backbones, benzotriazole/-C6H4-/benzotriazole, provides a limited, but significant, flexibility in L 1-L 3 , influencing their variety coordination abilities. Interestingly, certain structures exhibit an isomerism effect (L 1T-L 3T) in the benzotriazole unit when in solid state; a series of studies are indicative of the 1,1-form is generally dominant in solution even in cases where the crystal structure does not contain this tautomer. The homogeneous catalytic efficacy of all compounds against the well-known multi component A 3 coupling reaction and the hydration of alkynes were investigated. Compound 4 was identified as the optimal catalyst for both reactions, promoting the multicomponent coupling as well as the alkyne hydration reaction under low loadings (0.5 and 3 mol%, respectively) and in high yields (up to 99 and 93% in each case).

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Well-defined dinuclear silver phosphine complexes based on nitrogen donor ligand and their high efficient catalysis for A3-coupling reaction

Cited by 22 publications

References 41 publications

Zinc Complexes with Tridentate Pyridyl‐Pyrrole Ligands and their Use as Catalysts in CO₂ Fixation into Cyclic Carbonates

Zinc Complexes with Tridentate Pyridyl‐Pyrrole Ligands and their Use as Catalysts in CO₂ Fixation into Cyclic Carbonates

The crystal structure of 1,5-di(naphthalen-2-yl)-3-(pyridin-2-yl)pentane-1,5-dione, C₃₀H₂₃NO₂

Structural Diversity and Catalytic Properties in a Family of Ag(I)-Benzotriazole Based Coordination Compounds

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Well-defined dinuclear silver phosphine complexes based on nitrogen donor ligand and their high efficient catalysis for A3-coupling reaction

Cited by 22 publications

References 41 publications

Zinc Complexes with Tridentate Pyridyl‐Pyrrole Ligands and their Use as Catalysts in CO2 Fixation into Cyclic Carbonates

Zinc Complexes with Tridentate Pyridyl‐Pyrrole Ligands and their Use as Catalysts in CO2 Fixation into Cyclic Carbonates

The crystal structure of 1,5-di(naphthalen-2-yl)-3-(pyridin-2-yl)pentane-1,5-dione, C30H23NO2

Structural Diversity and Catalytic Properties in a Family of Ag(I)-Benzotriazole Based Coordination Compounds

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Product

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Zinc Complexes with Tridentate Pyridyl‐Pyrrole Ligands and their Use as Catalysts in CO₂ Fixation into Cyclic Carbonates

Zinc Complexes with Tridentate Pyridyl‐Pyrrole Ligands and their Use as Catalysts in CO₂ Fixation into Cyclic Carbonates

The crystal structure of 1,5-di(naphthalen-2-yl)-3-(pyridin-2-yl)pentane-1,5-dione, C₃₀H₂₃NO₂