Catalytic transfer hydrogenation of ketones by ruthenium(II) cyclometallated complex containing para-chloroacetophenone thiosemicarbazone

Pandiarajan, Devaraj; Ramesh, Rengan

doi:10.1016/j.inoche.2011.02.006

Cited by 23 publications

(8 citation statements)

References 30 publications

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“…These complexes are distinguished with each other according to the two ligands, X and L n , where L n is considered as the primary ligand and X as the secondary ligand. From the geometric parameters, the following information was obtained: 1) all the Schiff-base complexes present a distorted octahedral environment around the ruthenium(II), which is similar to that of other ruthenium(II) complexes; 1,14,34 2) the thiosemicarbazone ligand coordinates to the metal center with C, N, O and S, forming a four-membered, a five--membered, and a six-membered metallacycle; 3) neither the first nor the second ligand greatly affects the key bond lengths and angles.…”

Section: Geometry Of Structuresmentioning

confidence: 94%

Effect of principal and secondary ligands on the electronic structures and spectra of a series of ruthenium(II) complexes

Zhang

Wang

2016

JSCS

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A DFT (density functional theory)/TDDFT (time-dependent density functional theory) investigation was performed to study the ground-state geometries, electronic structures and absorption spectra of twelve ruthenium(II) thiosemicarbazone complexes, [Ru(CO)(Χ)(L n )], where L n are derivatives of a dibasic tetradentate Schiff-base ligands and X stands for AsPh 3 /PPh 3 /Py. The ground-state geometries were optimized at the B3LYP/6-31G(d)-LANL2DZ level, and the spectra were simulated by means of the TD-B3LYP/6-31G(d)--LANL2DZ method based on the optimized geometries. The influence of the principal and secondary ligands (L n and X) on the transition characters and absorption peak positions was evaluated.

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Section: Geometry Of Structuresmentioning

confidence: 94%

Effect of principal and secondary ligands on the electronic structures and spectra of a series of ruthenium(II) complexes

Zhang

Wang

2016

JSCS

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“…31−33 Only a few reports quote their catalytic activity. 34,35 Coumarin derivatives (1,4-benzopyrones) condensed with thiosemicarbazides form Schiff base ligands, whose metal complexes were found to be active in anticancer studies, as discussed in our earlier articles. 36−38 However, not much reports are available for coumarin appended palladium complexes employed as catalysts.…”

Section: ■ Introductionmentioning

confidence: 90%

“…Thiosemicarbazones are among the Schiff base ligands, whose study in bioinorganic applications is prolific. − Only a few reports quote their catalytic activity. , Coumarin derivatives (1,4-benzopyrones) condensed with thiosemicarbazides form Schiff base ligands, whose metal complexes were found to be active in anticancer studies, as discussed in our earlier articles. − However, not much reports are available for coumarin appended palladium complexes employed as catalysts. Hence, in order to present a simple catalytic methodology which proceeds smoothly in an aqueous medium and in a view to expand the purview of tetranuclear palladium complexes in catalysis, we have carried out a catalytic study for four newly synthesized palladium(II) complexes.…”

Section: Introductionmentioning

confidence: 99%

Tetranuclear Palladacycles of 3-Acetyl-7-methoxy-2H-chromen-2-one Derived Schiff Bases: Efficient Catalysts for Suzuki–Miyaura Coupling in an Aqueous Medium

et al. 2019

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Tetranuclear organopalladium(II) complexes 1–3 and mononuclear complex 4 have been synthesized by the complexation of 3-acetyl-7-methoxy-2H-chromen-2-one derived Schiff bases with potassium tetrachloropalladate K2[PdCl4]. Structural confirmation for the complexes (1–3) has been achieved by single-crystal X-ray diffraction analysis. The ligands are found to bind with the palladium ion through its azomethine nitrogen, thiolate sulfur, and C4 carbon atom of the coumarin moiety subsequent to C–H activation. The monomeric nature of complex 4 was confirmed from its mass spectroscopic data. In complex 4, coordination occurred via the lactone oxygen, azomethine nitrogen, and thiolate sulfur atoms. Computational study has been used to determine the optimized molecular structures of the complexes. An explanation on the energies of their highest occupied and lowest unoccupied molecular orbital levels and their electronic spectra has also been provided on the basis of the theoretical calculations. A systematic study of the application of these complexes as catalysts in Suzuki–Miyaura coupling (SMC) has been done with different aryl halides and phenyl boronic acid in an aqueous medium. Optimization of the reaction indicated that complex 2 exhibits greater efficiency than other complexes. An appreciable yield of the coupled products was observed with the minimum use of catalyst (μmol), and the C–C coupling has been confirmed by GC/GC-MS. An interesting result of our catalyst is the coupling of four different chloroquinolines with phenyl boronic acid to afford the coupled products in good yields.

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“… 2 Since then, many other papers have been published presenting characterizations of new metallacycles, 3 applications in hydrodefluorination catalysis, 4 oxygen sensing, 5 and transfer hydrogenation. 6 …”

Section: Introductionmentioning

confidence: 99%

Photochemical Reactions of Fluorinated Pyridines at Half-Sandwich Rhodium Complexes: Competing Pathways of Reaction

et al. 2013

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Irradiation of CpRh(PMe3)(C2H4) (1; Cp = η5-C5H5) in the presence of pentafluoropyridine in hexane solution at low temperature yields an isolable η2-C,C-coordinated pentafluoropyridine complex, CpRh(PMe3)(η2-C,C-C5NF4) (2). The molecular structure of 2 was determined by single-crystal X-ray diffraction, showing coordination by C3–C4, unlike previous structures of pentafluoropyridine complexes that show N-coordination. Corresponding experiments with 2,3,5,6-tetrafluoropyridine yield the C–H oxidative addition product CpRh(PMe3)(C5NF4)H (3). In contrast, UV irradiation of 1 in hexane, in the presence of 4-substituted tetrafluoropyridines C5NF4X, where X = NMe2, OMe, results in elimination of C2H4 and HF to form the metallacycles CpRh(PMe3)(κ2-C,C-CH2N(CH3)C5NF3) (4) and CpRh(PMe3)(κ2-C,C-CH2OC5NF3) (5), respectively. The X-ray structure of 4 shows a planar RhCCNC-five-membered ring. Complexes 2–5 may also be formed by thermal reaction of CpRh(PMe3)(Ph)H with the respective pyridines at 50 °C.

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Catalytic transfer hydrogenation of ketones by ruthenium(II) cyclometallated complex containing para-chloroacetophenone thiosemicarbazone

Cited by 23 publications

References 30 publications

Effect of principal and secondary ligands on the electronic structures and spectra of a series of ruthenium(II) complexes

Effect of principal and secondary ligands on the electronic structures and spectra of a series of ruthenium(II) complexes

Tetranuclear Palladacycles of 3-Acetyl-7-methoxy-2H-chromen-2-one Derived Schiff Bases: Efficient Catalysts for Suzuki–Miyaura Coupling in an Aqueous Medium

Photochemical Reactions of Fluorinated Pyridines at Half-Sandwich Rhodium Complexes: Competing Pathways of Reaction

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