Synthesis and characterization of triruthenium carbonyl incorporating 4-pyridones as potential antitumor agents

Reactions of Ru3(CO)12 with 6‐methyl‐2‐pyridinyl‐ethanol ligands 6‐CH3‐2‐PyCH2CR1R2OH [R1H, R22‐CH3OC6H4 (L1H); R1H, R22‐CF3C6H4 (L2H); R1R2CH3 (L3H); and R1H, R22,6‐(CH3O)2C6H3 (L4H)] in refluxing THF afforded the corresponding trinuclear ruthenium clusters (6‐CH3‐2‐PyCH2CR1R2O)(μ2‐H)Ru3(CO)9 [R1H, R22‐CH3OC6H4 (1); R1H, R22‐CF3C6H4 (2); R1R2CH3 (3); and R1H, R22,6‐(CH3O)2C6H3 (4)], respectively. All the four new clusters were well characterized by elemental analysis, IR, 1H, and 13C nuclear magnetic resonance. Furthermore, their crystal structures were determined by single‐crystal X‐ray diffraction analysis. The ruthenium clusters were proved to be efficient catalysts for the oxidation of saturated CH bonds with tert‐butyl hydroperoxide (TBHP) as the oxidant in CH3CN/H2O (1:4) at room temperature.

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“…are close to those in Ru 3 (CO) 8 (C 12 H 10 NO 2 ) 2 and Ru 3 (CO) 8 (C 7 H 8 NO 2 ) 2 (89.57 , 88.84 , and 88.43 , 88.41 , respectively) [36]. …”

supporting

confidence: 70%

“…[ 35 ] The bond angles of Ru(1)ORu(2) [83.58(14)° for 1 ; 82.8(2)° for 2 ; 83.7(15)° for 3 ; 84.41(10)° for 4 ] are close to those in Ru 3 (CO) 8 (C 12 H 10 NO 2 ) 2 and Ru 3 (CO) 8 (C 7 H 8 NO 2 ) 2 (89.57°, 88.84°, and 88.43°, 88.41°, respectively). [ 36 ]…”

Section: Resultsmentioning

confidence: 99%

Selective oxidation of C (sp³)—H bonds enabled by ruthenium clusters containing pyridine‐alkoxide ligands

Hao

Yue

Zhou

et al. 2022

Applied Organom Chemis

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Triruthenium carbonyl complexes containing bidentate pyridine–alkoxide ligands for highly efficient oxidation of primary and secondary alcohols

Yue

Yan

Huo

et al. 2019

Applied Organom Chemis

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Reactions of substituted pyridylalkanol 6‐CH3PyCH2CH(OH)R (R = Ph (L1H), R = 4‐CH3C6H4 (L2H), R = 4‐OCH3C6H4 (L3H), R = 4‐ClC6H4 (L4H), R = 4‐BrC6H4 (L5H), R = 4‐CF3C6H4 (L6H)) with Ru3(CO)12 in refluxing tetrahydrofuran afforded the corresponding ruthenium carbonyl complexes [6‐CH3PyCH2CHRO]2Ru3(CO)8 (R = Ph (1a), R = 4‐CH3C6H4 (1b), R = 4‐OCH3C6H4 (1c), R = 4‐ClC6H4 (1d), R = 4‐BrC6H4 (1e), R = 4‐CF3C6H4 (1f)) in good yields. These ruthenium complexes were well characterized using elemental analysis and Fourier transform infrared and NMR spectroscopies. Furthermore, their crystal structures were determined using single‐crystal X‐ray diffraction analysis. Complexes 1a–1f were found to be highly active toward oxidation of a wide range of primary and secondary alcohols to corresponding aldehydes and ketones within 5 minutes in the presence of N‐methylmorpholine‐N‐oxide as oxidant.

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Synthesis of phenanthroline-based ligand and its UV activable tetracarbonyl photoCORMs based on chromium, molybdenum, and tungsten as cytotoxic and antimicrobial agents

Lee

Tan

Mah

et al. 2021

Journal of Organometallic Chemistry

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Synthesis and characterization of triruthenium carbonyl incorporating 4-pyridones as potential antitumor agents

Cited by 4 publications

References 51 publications

Selective oxidation of C (sp³)—H bonds enabled by ruthenium clusters containing pyridine‐alkoxide ligands

Selective oxidation of C (sp³)—H bonds enabled by ruthenium clusters containing pyridine‐alkoxide ligands

Triruthenium carbonyl complexes containing bidentate pyridine–alkoxide ligands for highly efficient oxidation of primary and secondary alcohols

Synthesis of phenanthroline-based ligand and its UV activable tetracarbonyl photoCORMs based on chromium, molybdenum, and tungsten as cytotoxic and antimicrobial agents

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Synthesis and characterization of triruthenium carbonyl incorporating 4-pyridones as potential antitumor agents

Cited by 4 publications

References 51 publications

Selective oxidation of C (sp3)—H bonds enabled by ruthenium clusters containing pyridine‐alkoxide ligands

Selective oxidation of C (sp3)—H bonds enabled by ruthenium clusters containing pyridine‐alkoxide ligands

Triruthenium carbonyl complexes containing bidentate pyridine–alkoxide ligands for highly efficient oxidation of primary and secondary alcohols

Synthesis of phenanthroline-based ligand and its UV activable tetracarbonyl photoCORMs based on chromium, molybdenum, and tungsten as cytotoxic and antimicrobial agents

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Selective oxidation of C (sp³)—H bonds enabled by ruthenium clusters containing pyridine‐alkoxide ligands

Selective oxidation of C (sp³)—H bonds enabled by ruthenium clusters containing pyridine‐alkoxide ligands