Oxidation chemistry of C–H bond by mononuclear iron complexes derived from tridentate ligands containing phenolato function

Choudhary, Atul; Singh, Ovender; Ghosh, Kaushik

doi:10.1016/j.ica.2017.04.049

Cited by 8 publications

(8 citation statements)

References 70 publications

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“…As a part of our ongoing research in the field of catalytic oxidation of hydrocarbons, we have synthesized and characterized Fe (II) complexes which are capable of stabilizing Fe IV =O species in the presence of H 2 O 2 . This Fe IV =O species was probably responsible for the oxidation of hydrocarbon to corresponding products.…”

Section: Resultssupporting

confidence: 61%

“…The first non‐heme iron (IV)‐oxo complex was characterized spectroscopically by Wieghardt and co‐workers, however, there has been considerable current interest . The present study stems from our interest in such oxidation chemistry . Stefano and co‐workers recently reported oxidation of hydrocarbons by using mononuclear iron complexes derived from tridentate meridional ligands.…”

Section: Introductionmentioning

confidence: 99%

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Selective oxidation of benzyl alcohol to benzaldehyde, 1‐phenylethanol to acetophenone and fluorene to fluorenol catalysed by iron (II) complexes supported by pincer‐type ligands: Studies on rapid degradation of organic dyes

Singh

Gupta

Singh

et al. 2019

Applied Organom Chemis

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Hexacoordinated non‐heme iron complexes [FeII(L1)2](ClO4)2 (1) and [FeII(L2)2](PF6)2 (2) have been synthesized using ligands L1 = (E)‐2‐chloro‐6‐(2‐(pyridin‐2ylmethylene) hydrazinyl)pyridine and L2 = (E)‐2‐chloro‐6‐(2‐(1‐(pyridin‐2‐yl)ethylidene)hydrazinyl) pyridine]. These complexes are highly active non‐heme iron catalysts to catalyze the C (sp3)−H bonds of alkanes. These iron complexes have been characterized using ESI−MS analysis and molecular structures were determined by X‐ray crystallography. ESI − MS analysis also helped to understand the generation of intermediate species like FeIII−OOH and FeIV=O. DFT and TD−DFT calculations revealed that the oxidation reactions were performed through high‐valent iron center and a probable reaction mechanism was proposed. These complexes were also utilized for the degradation of orange II and methylene blue dyes.

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Section: Resultssupporting

confidence: 61%

Section: Introductionmentioning

confidence: 99%

Selective oxidation of benzyl alcohol to benzaldehyde, 1‐phenylethanol to acetophenone and fluorene to fluorenol catalysed by iron (II) complexes supported by pincer‐type ligands: Studies on rapid degradation of organic dyes

Singh

Gupta

Singh

et al. 2019

Applied Organom Chemis

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“…Ligand was synthesized using published procedure. [ 41 ] To a methanolic solution of 2‐hydroxy‐5‐methoxybenzaldehyde (152 mg, 1.00 mmol), 2‐(1‐phenylhydrazinyl)pyridine (185.0 mg, 1.00 mmol) was added in 10 ml of methanol. The reaction mixture was stirred at room temperature.…”

Section: Methodsmentioning

confidence: 99%

“…Ligand was synthesized using published procedure. [ 41 ] Ligand was synthesized by similar procedure adopted for OCH3 PhimpH using 2‐hydroxy‐5‐methylbenzaldehyde (136 mg, 1.00 mmol) instead of 2‐hydroxy‐5‐methoxy benzaldehyde. Yield: 60%.…”

Section: Methodsmentioning

confidence: 99%

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Mononuclear iron(III) complexes derived from tridentate ligands containing non‐innocent phenolato donors: Self‐activated nuclease, protease, and phenoxazinone synthase activity studies

Maji

Rathi

Singh

et al. 2021

Applied Organom Chemis

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The tridentate ligands HPhimpH, OCH3PhimpH, CH3PhimpH, tBuPhimpH, and NO2PhimpH have been synthesized and characterized. These tridentate ligands having non‐innocent phenolato function, Npy and Nim donors upon deprotonation bind to iron(III) center resulting in a series of novel iron complexes, namely, [Fe(HPhimp)2](ClO4) (1), [Fe(OCH3Phimp)2](ClO4) (2), [Fe(CH3Phimp)2](ClO4) (3), [Fe(tBuPhimp)2](ClO4) (4), and [Fe(NO2Phimp)2](ClO4) (5). Complexes were characterized by elemental analysis, IR, and UV–visible, and electrospray ionization mass spectral (ESI–MS) studies. Molecular structure of complex 2 was determined by single‐crystal X‐ray diffraction study. Electrochemical studies depicted Fe(III)/Fe(II) couple in the range of −0.50 to −0.65 V versus Ag/AgCl. Theoretical calculation using density functional theory (DFT) was also performed to optimize the geometrical and structural parameters. Time‐dependent DFT (TD‐DFT) was also optimized to observe the electronic properties, and data obtained were found to be consistent with experimentally observed values. Representative complex 4 exhibited nuclease and protease activities in the absence of external agents. Complex 4 was found to cleave the DNA and protein via self‐activated mechanism. Complexes 1–5 were utilized to optimize oxidation of o‐aminophenol in methanol. Complexes were found to be efficient in the oxidation of o‐aminophenol. Kinetic experiments were also explored to gain better insight into the oxidation process.

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Experimental and theoretical studies of a greener catalytic system for saturated hydrocarbon chlorination composed by trichloroisocyanuric acid and a copper(II) compound

Melo

Lube

Neves

et al. 2018

Applied Catalysis A: General

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Oxidation chemistry of C–H bond by mononuclear iron complexes derived from tridentate ligands containing phenolato function

Cited by 8 publications

References 70 publications

Selective oxidation of benzyl alcohol to benzaldehyde, 1‐phenylethanol to acetophenone and fluorene to fluorenol catalysed by iron (II) complexes supported by pincer‐type ligands: Studies on rapid degradation of organic dyes

Selective oxidation of benzyl alcohol to benzaldehyde, 1‐phenylethanol to acetophenone and fluorene to fluorenol catalysed by iron (II) complexes supported by pincer‐type ligands: Studies on rapid degradation of organic dyes

Mononuclear iron(III) complexes derived from tridentate ligands containing non‐innocent phenolato donors: Self‐activated nuclease, protease, and phenoxazinone synthase activity studies

Experimental and theoretical studies of a greener catalytic system for saturated hydrocarbon chlorination composed by trichloroisocyanuric acid and a copper(II) compound

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