Green Catalysts Derived from Agricultural and Industrial Waste Products: The Preparation of Phenols from CsOH and Aryl Iodides using CuO on Mesoporous Silica

Chan, Chien Ching; Chen, Yan Wun; Su, Chi Shen; Lin, Hong Ping; Lee, Chin Fa

doi:10.1002/ejoc.201101206

Cited by 35 publications

(9 citation statements)

References 34 publications

(34 reference statements)

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“…Lee, Lin, and co-workers described the synthesis of CuO on mesoporous silica catalyst and its application for hydroxylation . The characterization of the catalyst showed that CuO is well-dispersed into the surface of mesoporous silica, where the silicate support prevents the formation of CuO nanoparticles by agglomeration.…”

Section: Hydroxylationmentioning

confidence: 99%

Copper-Mediated C–X Functionalization of Aryl Halides

Joseph¹,

Priyadarshini

2017

Org. Process Res. Dev.

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For more than a century, copper has been used as a promoter in cross-coupling reactions of aryl halides with diverse nucleophiles to construct C−C and C-heteroatom bonds. The discovery of rate acceleration effect of organic ligands has expanded the scope of copper catalysis, facilitating to conduct new reactions under ambient conditions, allowing the selective C−X functionalization of aryl halides with diverse sensitive functionalities in a single step. This review confers the advancements in copper-mediated direct transformation of aryl halides in to trifluoromethylated arenes, aryl nitriles, phenols, aryl thiols, anilines, and nitroarenes and also the mechanistic aspects of these reactions.

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Section: Hydroxylationmentioning

confidence: 99%

Copper-Mediated C–X Functionalization of Aryl Halides

Joseph¹,

Priyadarshini

2017

Org. Process Res. Dev.

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“…Thanks to the excellent work of Buchwald, , Beller, , You, Ma, − and other groups, , remarkable progress has been made for the Pd- and Cu-catalyzed hydroxylation of aryl halide. − However, the synthetic application of the Pd-catalyzed hydroxylation of aryl halide was limited, particularly for large-scale preparation due to the high cost of Pd catalysts and phosphine ligands. Consequently, the development of the Cu-catalyzed hydroxylation attracted plenty of attention, and it had been demonstrated that a variety of bidentate ligands could successfully promote the transformation in recent years. − ,− Ma and co-workers, especially, recently developed a CuI-mediated hydroxylation of (hetero)aryl halides under mild conditions promoted by a bis-oxalamide ligand and realized the direct hydroxylation of aryl chlorides . In addition, 2-hydroxylcarbazoles could be prepared through an intermolecular ring closure via the nitrene intermediate, Pd(II)-catalyzed C–H bond activation, or Pummerer reaction of sulfinyl compounds .…”

Section: Introductionmentioning

confidence: 99%

CuCl-Catalyzed Hydroxylation of N-Heteroarylcarbazole Bromide: Approach for the Preparation of N-Heteroarylcarbazolyl Phenols and Its Application in the Synthesis of Phosphorescent Emitters

Zhao

Fang

et al. 2017

J. Org. Chem.

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An efficient and practical CuCl-catalyzed hydroxylation of N-heteroarylcarbazole bromide for the preparation of N-heteroarylcarbazolyl phenols with a broad functional group scope and yield up to 98% was developed. It was found that both the ligand and base played critical roles in the functional group transformation and that different products could be generated by changing the base for some substrates. t-BuONa was demonstrated to be a better base for the catalytic system to avoid the formation of the ether byproduct. In addition, this approach was suitable for large-scale preparation and was successfully applied in the gram-scale synthesis of phosphorescent emitters PtNON and PdNON, demonstrating its practicability in organic synthesis methodology and materials science. Furthermore, the X-ray crystal diffraction, DFT calculations, and photophysical properties were also investigated for the metal complexes.

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“…Water hyacinth pre-treated with alkali and enzyme showed the maximum endoglucanase activity of 11.42U/ml, while sawdust showed the lowest reduced sugar yield (1.12 mg/ml) when treated with enzyme, and the lowest saccharification rate (5.92%) when treated with alkaline. Chan (2011) showed that rice husks can be used as a catalyst in the preparation of phenols from CsOH and aryl iodides using CuO on mesoporous silica.…”

Section: Biofertilizers Cultivation Materials and Soilmentioning

confidence: 99%

Agricultural Wastes

Zhang¹,

Gonzalez²,

Davies³

et al. 2012

Water Environment Research

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Agricultural wastes have become an increasing concern in recent years, as they may cause significant environmental problems; however, they may also be used for several beneficial purposes, as feed stock for energy production, and for chemical recovery and chemical or dye adsorption. This review is divided into the following four sections: agricultural waste characterization, waste reuse and recycling, waste treatment, and waste management and minimization.

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Green Catalysts Derived from Agricultural and Industrial Waste Products: The Preparation of Phenols from CsOH and Aryl Iodides using CuO on Mesoporous Silica

Cited by 35 publications

References 34 publications

Copper-Mediated C–X Functionalization of Aryl Halides

Copper-Mediated C–X Functionalization of Aryl Halides

CuCl-Catalyzed Hydroxylation of N-Heteroarylcarbazole Bromide: Approach for the Preparation of N-Heteroarylcarbazolyl Phenols and Its Application in the Synthesis of Phosphorescent Emitters

Agricultural Wastes

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