ChemInform Abstract: Efficient Hydrogenation of Imines over Fe and ZnO Powder in a Self‐Neutralizing Acidic CO<sub>2</sub>—H<sub>2</sub>O System.

Ma, Ran; He, Liang‐Nian; Song, Qing‐Wen; Zhou, Yuebiao; Liu, Kai‐Xuan

doi:10.1002/chin.201447061

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“…41 In situ alkylcarbonic acid/carbonic acid provides environmental benefits from the viewpoint of green chemistry such as selfneutralization, simple postprocessing, and no waste disposal. Notably, combined with various metal powders (Zn, Fe, Pd/C, Pt/Al 2 O 3 ), in situ alkylcarbonic acid/carbonic acid has been reported to realize the reduction of ketones, 42 aldehydes, 43 imines, 44,45 nitroarenes, 46−49 and sulfoxides. 50 We envisaged such protocol could be further extended to the reduction of lignin β-O-4 ketone.…”

Section: ■ Introductionmentioning

confidence: 99%

Photocatalytic Oxidation and Subsequent Hydrogenolysis of Lignin β-O-4 Models to Aromatics Promoted by In Situ Carbonic Acid

Cao

Wang

et al. 2018

ACS Sustainable Chem. Eng.

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The cleavage of C–O bond in lignin β-O-4 model compounds to form aromatics has been achieved via a two-step process, comprising visible-light photocatalytic oxidation and in situ carbonic acid-facilitated hydrogenolysis. In the first step, with readily available persulfate as radical initiator and cheap copper as catalyst, the secondary alcohol in the β-O-4 alkyl-aryl ether linkage is selectively oxidized to the corresponding ketone in up to 99% yield under visible-light irradiation. The second step features the C–O bond cleavage of lignin β-O-4 ketones promoted by in situ acidic EtOH/H2O/CO2 system in the presence of zinc powder, producing acetophenones and phenols in high yield. This protocol provides a novel alternative to selective fragmentation of β-O-4 linkage to aromatic monomers under mild reaction conditions.

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Section: ■ Introductionmentioning

confidence: 99%

Photocatalytic Oxidation and Subsequent Hydrogenolysis of Lignin β-O-4 Models to Aromatics Promoted by In Situ Carbonic Acid

Cao

Wang

et al. 2018

ACS Sustainable Chem. Eng.

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ChemInform Abstract: Efficient Hydrogenation of Imines over Fe and ZnO Powder in a Self‐Neutralizing Acidic CO₂—H₂O System.

Abstract: Hydrogenation of imines [(I) and (III)] is accomplished using an environmentally benign process in the reversible CO2—H2O system where water is thought to be the terminal hydrogen source.

Cited by 1 publication

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Photocatalytic Oxidation and Subsequent Hydrogenolysis of Lignin β-O-4 Models to Aromatics Promoted by In Situ Carbonic Acid

Photocatalytic Oxidation and Subsequent Hydrogenolysis of Lignin β-O-4 Models to Aromatics Promoted by In Situ Carbonic Acid

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ChemInform Abstract: Efficient Hydrogenation of Imines over Fe and ZnO Powder in a Self‐Neutralizing Acidic CO2—H2O System.

Abstract: Hydrogenation of imines [(I) and (III)] is accomplished using an environmentally benign process in the reversible CO2—H2O system where water is thought to be the terminal hydrogen source.

Cited by 1 publication

References 1 publication

Photocatalytic Oxidation and Subsequent Hydrogenolysis of Lignin β-O-4 Models to Aromatics Promoted by In Situ Carbonic Acid

Photocatalytic Oxidation and Subsequent Hydrogenolysis of Lignin β-O-4 Models to Aromatics Promoted by In Situ Carbonic Acid

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ChemInform Abstract: Efficient Hydrogenation of Imines over Fe and ZnO Powder in a Self‐Neutralizing Acidic CO₂—H₂O System.