Effective oxidation of alcohols by Iron(III)-Schiff base-triphenylphosphine complexes

Rani, Sandya; Bhat, Badekai Ramachandra

doi:10.1016/j.tetlet.2010.09.109

Cited by 36 publications

(8 citation statements)

References 18 publications

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“…The product was purified by vacuum distillation at 120 °C to give corresponding products 4 . Alcohols 4a ,27 4b ,28 4c – f ,27 4g ,29 4h ,30 4i ,31 4j ,28 and 4k 32 are commercially available and were characterized by comparison of their physical and spectroscopic data with those of pure commercial samples. Yields are included in Table 3.…”

Section: Methodsmentioning

confidence: 99%

Straightforward Synthesis of Aromatic Imines from Alcohols and Amines or Nitroarenes Using an Impregnated Copper Catalyst

et al. 2012

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The impregnated copper on magnetite catalyst is a versatile system for the synthesis of imines starting from alcohols and amines. This catalyst does not require any type of expensive and difficult to handle organic ligand or typical transition metals, and provides excellent yields achievable under mild reaction conditions. Moreover, the catalyst is very easy to remove from the reaction medium by simply using a magnet. The one‐pot process of dehydrogenation of alcohols in the presence of aniline followed by aqueous hydrolysis gave pure alcohols in excellent yields. In addition to amines, nitroarenes could be used as the nitrogen‐containing reagent. In the case of primary amines the expected imines were successfully prepared under similar reaction conditions.

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Section: Methodsmentioning

confidence: 99%

Straightforward Synthesis of Aromatic Imines from Alcohols and Amines or Nitroarenes Using an Impregnated Copper Catalyst

et al. 2012

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“…[45][46][47]. Reports in respect of Cu and H 2 O 2 are still sparse [48][49][50][51][52] even though a system based on Cu-diphenoxydiamine complex is encouraging [53].…”

Section: Oxidative Dehydrogenation Of Alcohols With Other Oxidantsmentioning

confidence: 99%

An Overview of Selective Oxidation of Alcohols: Catalysts, Oxidants and Reaction Mechanisms

Zhang

et al. 2015

Catal Surv Asia

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The oxidation of alcohols to carbonyl compounds is one of the most fundamental reactions in synthetic organic chemistry. In order to achieve the realization of dehydrogenation reactions with high atomic efficiency, suitable catalysts and oxidants are considered as the key factors to obtain the optimum activity and aldehydes/ketones selectivity. This review aims to make an overview on the reasonable reaction mechanism and promising catalytic system of alcohols dehydrogenation.

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“…Thus, an impressive number of papers has appeared in the literature, concerning the design and properties of various iron catalysts, most of which bear nitrogen chelating ligands, mimicking the active sites of redox iron-based enzymes (Engelmann et al, 2016;Oszajca et al, 2016;Sahu and Goldberg, 2016). Although, also a moderate number of ligand-bearing donor atoms other than nitrogen have been successfully employed in association to iron for oxidation reactions (Lenze and Bauer, 2009;Rani and Bhat, 2010;Farnetti et al, 2020), however such complexes generally show inferior catalytic properties in comparison to bioinspired iron derivatives with nitrogen ligands. In this view, much effort has been spent in the synthesis of novel nitrogen ligands which might tune the iron oxidation properties.…”

Section: Introductionmentioning

confidence: 99%

Iron-Catalyzed Oxidation of 1-Phenylethanol and Glycerol With Hydrogen Peroxide in Water Medium: Effect of the Nitrogen Ligand on Catalytic Activity and Selectivity

Ros

Gianferrara

Crotti³

et al. 2020

Front. Chem.

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The iron(II) complexes [Fe(bpy) 3 ](OTf) 2 (bpy = 2,2'-bipyridine; OTf = CF 3 SO 3) (1) and [Fe(bpydeg) 3 ](OTf) 2 (bpydeg = N 4 ,N 4-bis(2-(2-methoxyethoxy)ethyl) [2,2'-bipyridine]-4,4'-dicarboxamide) (2), the latter being a newly synthesized ligand, were employed as catalyst precursors for the oxidation of 1-phenylethanol with hydrogen peroxide in water, using either microwave or conventional heating. With the same oxidant and medium the oxidation of glycerol was also explored in the presence of 1 and 2, as well as of two similar iron(II) complexes bearing tridentate ligands, i.e., [Fe(terpy) 2 ](OTf) 2 (terpy = 2, 6-di(2-pyridyl)pyridine) (3) and [Fe(bpa) 2 ](OTf) 2 (bpa = bis(2-pyridinylmethyl)amine) (4): in most reactions the major product formed was formic acid, although with careful tuning of the experimental conditions significant amounts of dihydroxyacetone were obtained. Addition of heterocyclic amino acids (e.g., picolinic acid) increased the reaction yields of most catalytic reactions. The effect of such additives on the evolution of the catalyst precursors was studied by spectroscopic (NMR, UV-visible) and ESI-MS techniques.

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Effective oxidation of alcohols by Iron(III)-Schiff base-triphenylphosphine complexes

Cited by 36 publications

References 18 publications

Straightforward Synthesis of Aromatic Imines from Alcohols and Amines or Nitroarenes Using an Impregnated Copper Catalyst

Straightforward Synthesis of Aromatic Imines from Alcohols and Amines or Nitroarenes Using an Impregnated Copper Catalyst

An Overview of Selective Oxidation of Alcohols: Catalysts, Oxidants and Reaction Mechanisms

Iron-Catalyzed Oxidation of 1-Phenylethanol and Glycerol With Hydrogen Peroxide in Water Medium: Effect of the Nitrogen Ligand on Catalytic Activity and Selectivity

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