Bis(pyridyl)siloxane–Pd(II) complex catalyzed oxidation of alcohol to aldehyde: Effect of ligand tethering on catalytic activity and deactivation behavior

Missaghi, Michael N.; Galloway, John M.; Kung, Harold H.

doi:10.1016/j.apcata.2010.09.008

Cited by 22 publications

(9 citation statements)

References 16 publications

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“…More recently, others have prepared pyridine terminated siloxane-derived ligands for use in a variety of applications including oxidation catalysis [45][46][47][48][49][50]. We have extended this approach to prepare a bis(pyridyl-imine) terminated siloxane ligand and herein, we report the first use of a series of tetradentate N-donor ligands in the aerobic oxidation of alcohols.…”

Section: Introductionmentioning

confidence: 99%

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

Kerton

2012

Applied Catalysis A: General

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Abstract.A series of tetradentate pyridyl-imine terminated Schiff-base ligands has been investigated for their ability in the catalytic oxidation of alcohols when combined with copper bromide (CuBr 2 ) and 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO). Analogous bidentate ligands showed poorer catalytic activity and the ratio of Cu:ligand was of crucial importance in maintaining high yields. The polydimethylsiloxane (PDMS) derived pyridyl-imine terminated ligand combined with copper (II) ions affords an effective and selective catalyst for aerobic oxidations of primary and secondary alcohols under aqueous conditions. Preliminary mechanistic studies suggest that bimetallic complexes may be playing a role in the catalytic transformation. Graphical Abstract1

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Section: Introductionmentioning

confidence: 99%

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

Kerton

2012

Applied Catalysis A: General

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“…A number of methods are known for alcohol oxidations, but oxidations catalyzed by different coordination complexes such as Fe [19], Cu [20], Co [21], Mo [22], Pd [23], Mn [24], V [25] complexes in presence of H 2 O 2 as the oxidant are preferred now for their economic benefits and environmental acceptability.…”

Section: Catalytic Oxidation Of Benzyl Alcoholmentioning

confidence: 99%

Syntheses, structures, catalytic and antitumor activities of a series of pyrimidine derivatives coordination complexes

Lü

Chen

et al. 2015

Synthetic Metals

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“…The catalytic performance of C-L1 may be explained by the essential role of N-donor ligand, which prevents agglomeration of the Pt(0) complex into large particles, as discussed by other authors. [42,65]…”

Section: Figure 12mentioning

confidence: 99%

“…On the other hand, metal (copper, palladium) complexes of pyridyl-functionalized siloxanes showed catalytic activity in alcohol oxidation reactions. [40][41][42][43] The present work describes the formation and catalytic properties of platinum(IV) complex of a piridyl-modified disiloxane, in comparison with complexes obtained with other amino-pyridyl compounds, with or without disiloxane moieties. Very high affinity and selectivity for platinum was found for the siloxane-based ligand, which could be of interest for platinum recovery.…”

Section: Introductionmentioning

confidence: 99%

Three Reactions, One Catalyst: A Multi‐Purpose Platinum(IV) Complex and its Silica‐Supported Homologue for Environmentally Friendly Processes

Racleş¹,

Zaltariov²,

Damoc³

et al. 2019

Applied Organom Chemis

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Although platinum nanoparticles and complexes ‐especially of Pt(0) and Pt(II)‐ are well known catalysts, siloxane‐based platinum complexes are rarely reported. Herein, a Platinum(IV) complex of 4‐aminopyridinium‐modified disiloxane was prepared and characterized by medium and far infrared spectroscopy, NMR and EDX. The formation of the complex was monitored by UV–Vis spectroscopy, which showed the high affinity and selectivity of this ligand for Pt, with a stability constant of 7.53·103 M−1. The catalytic activity of the siloxane‐based complex was tested in three types of reactions: reduction of p‐nitrophenol, oxidation of glucose and starch, and hydrosilylation. The hydrophobic behavior of the permethylated disiloxane moiety ensures good hydrolytic stability, while the N‐donor ligand stabilizes the in‐situ formed Pt nanoparticles. The generation of Pt nanoparticles during p‐nitrophenol reduction was confirmed by TEM and SEM. Contrary to most reports, the aerobic oxidation of mono‐ and polysaccharides occurred without oxidation agents or mediators added, in mild conditions, at room temperature and pH ~9. The same metal complex was found active in hydrosilylation of vinyl‐siloxanes with temperature‐modulated rate, thus being useful in silicone cross‐linking systems without the need of inhibitors. The method was adapted to one‐pot synthesis of silica‐supported Pt(IV) complex, which acted as efficient and reusable heterogeneous hydrosilylation catalyst, limiting the contamination of the product with Pt. This approach is promising for superior valorization of scarcely available and expensive platinum metal. By the same method, multifunctional soluble complexes and mesoporous silica may be obtained, with tunable catalytic performance.

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Bis(pyridyl)siloxane–Pd(II) complex catalyzed oxidation of alcohol to aldehyde: Effect of ligand tethering on catalytic activity and deactivation behavior

Cited by 22 publications

References 16 publications

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

Room temperature aerobic oxidation of alcohols using CuBr2 with TEMPO and a tetradentate polymer based pyridyl-imine ligand

Syntheses, structures, catalytic and antitumor activities of a series of pyrimidine derivatives coordination complexes

Three Reactions, One Catalyst: A Multi‐Purpose Platinum(IV) Complex and its Silica‐Supported Homologue for Environmentally Friendly Processes

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