Synthesis of phenazines by Cu-catalyzed homocoupling of 2-halogen anilines in water

Yu, Lintao; Zhou, Xiangge; Wu, Di; Xiang, Haifeng

doi:10.1016/j.jorganchem.2011.12.030

Cited by 33 publications

(13 citation statements)

References 31 publications

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“…The formation of asymmetric phenazines can be reached by cross‐coupling reactions of aromatic amines or in substitution reactions from symmetric cores. Despite the efforts made in the development of new sustainable methods,,, the regioselective synthesis of derivatives substituted in both rings is still considered a challenge.…”

Section: Introductionmentioning

confidence: 99%

A Sustainable Synthesis of Asymmetric Phenazines and Phenoxazinones Mediated by CotA‐Laccase

et al. 2017

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An efficient and sustainable one-step procedure for the synthesis of new asymmetric phenazines and phenoxazinones from commercially available ortho-substituted diamines and orthosubstituted hydroxyamines is reported. In this study we have expanded the substrate scope of CotAlaccase-catalyzed aerobic oxidations through the use of aromatic amines presenting variable functional groups, including N-substitution, contributing to the rational synthesis of different heterocyclic scaffolds. The transformations proceed smoothly through a cascade of oxidative reactions to the benzoquinonediimine intermediates followed by nucleophilic addition, intramolecular cyclization and aromatization, all performed in mild conditions.

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Section: Introductionmentioning

confidence: 99%

A Sustainable Synthesis of Asymmetric Phenazines and Phenoxazinones Mediated by CotA‐Laccase

et al. 2017

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“…Substituted phenazine cores are important biologically active motifs, and are usually found in natural products, dyestuffs, pesticides, and antibiotics. A majority of the naturally occurring phenazines are produced by bacteria from diverse genera including Pseudomonas, Pelagiobacter, Vibrio, and Streptomyces species [29].…”

Section: Resultsmentioning

confidence: 99%

A Computational Study on Tri and Tetraazaanthracenes

KÖLE¹,

Gümüş²

2018

MOCR

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Tri and tetraazaanthracene derivatives have been considered theoretically to obtain information about their stabilities and aromaticities. The expected decrease of aromaticity of parent anthracene by tri or tetraaza substitution has been compensated by substitution of one of the hydrogens of the system by an electronegative group. The position of the substituent has been proved to be strongly effective on the aromaticity of the structure such that, the aromaticity is enhanced when the susbtituent is closer to the aza points.

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“…The innovation of principal synthetic dye by Perkin [ 9 , 10 , 11 ] has changed the situation. Consequently, the production of synthetic dyes increased at great speed as they found favor as alternatives to natural dyes in foods [ 12 , 13 , 14 ], non-linear optical movements [ 15 , 16 ], cosmetics [ 17 , 18 , 19 ], and material commercial ventures [ 20 ] because of straightforwardness in dyeing, and the cost factor.…”

Section: Introductionmentioning

confidence: 99%

Extraction, optical properties, and aging studies of natural pigments of various flower plants

Zumahi

Arobi

Taha

et al. 2020

Heliyon

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In this paper, we reported the extraction process of five different flowering plants utilizing different dye extraction methods and solvents (ethanol and water) to choose the best dye removal process. The FTIR spectra revealed the presence of several clear functional groups for all five natural dyes. The analytical studies such as UV spectroscopy, column chromatography, and vacuum evaporation were performed to isolate the dyes from their solutions. The UV-Vis studies on the pigments of flower extracts indicated broad absorption peaks in the visible region including clear bandgaps. Among the studied pigments, Alternanthera ficoidea showed the lowest direct bandgap of 1.69 eV and an Urbach energy value of 6.33 meV. The dye extraction yield rate improvement was extended from 11.7 to 24.7% (water solvent) and 11.3-32.4% (ethanol solvent). Throughout the studies, it was observed that ethanol produced a better extraction for organic dyes than water as a solvent. Aging studies revealed that all the dyes at the room temperature showed better stability with minor changes in the observed optical parameters in oxygen-rich conditions; however, these parameters have shown significant variations at a 60 C temperature.

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Synthesis of phenazines by Cu-catalyzed homocoupling of 2-halogen anilines in water

Cited by 33 publications

References 31 publications

A Sustainable Synthesis of Asymmetric Phenazines and Phenoxazinones Mediated by CotA‐Laccase

A Sustainable Synthesis of Asymmetric Phenazines and Phenoxazinones Mediated by CotA‐Laccase

A Computational Study on Tri and Tetraazaanthracenes

Extraction, optical properties, and aging studies of natural pigments of various flower plants

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