Advances of Iron(III) Chloride-Catalyzed Organic Reactions

Song, Yang; Tang, Xuesong; Hou, X. L.; Bai, Yinjuan

doi:10.6023/cjoc201207044

Cited by 15 publications

(1 citation statement)

References 23 publications

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“…This may be, for example, a specific class of iron catalysts, a specific reaction, or a reaction principle. Thus, the application of iron(III) chloride, as the most abundant iron compound in organic synthesis, has been the subject of reviews by Martín and Yinjuan . More generally, Lewis acid catalysis by iron compounds has been reviewed by Padrón and Martín .…”

Section: Introductionmentioning

confidence: 99%

Iron Catalysis in Organic Synthesis

2015

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Section: Introductionmentioning

confidence: 99%

Iron Catalysis in Organic Synthesis

2015

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Methanolysis of poly(3‐hydroxybutyrate) catalyzed by ferric chloride

et al. 2018

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Methanolysis of poly(3‐hydroxybutyrate) (PHB) was investigated using ferric chloride (FeCl3) as catalyst. The structures of the obtained product were characterized by FT‐IR and 1H NMR, and it was indicated that the main product was methyl 3‐hydroxybutyrate (M3HB). The effects of reaction temperature, reaction time, and the amounts of methanol and catalyst on the conversion of PHB and yield of M3HB were investigated. Under optimum conditions, the conversion of PHB and yield of M3HB were 91.1% and 88.3%, respectively. The catalyst could be reused six times with no apparent decrease in its catalytic activity. Kinetic study indicated that this reaction was a first‐order kinetic reaction with activation energy of 34.17 kJ/mol. Moreover, the possible mechanism of the reaction was proposed.

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Chemodivergent Dehydrative Nucleophilic Substitutions of Diarylmethanols with 1‐Phenyl‐1H‐tetrazole‐5‐thiol Catalyzed by FeCl₃

Oda

Nakata

2020

Asian J Org Chem

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Chemodivergent dehydrative nucleophilic substitutions of diarylmethanols with 1‐phenyl‐1H‐tetrazole‐5‐thiol were achieved using FeCl3 as a catalyst in MeNO2 by changing reaction temperature. It was found that sulfur nucleophilic attack occurred to afford kinetically controlled products that rearranged into thermodynamically controlled products. A variety of diarylmethanols could be applied to the reaction, irrespective of the substituents on the aromatic rings of the substrates. It was also revealed that the reactions of several kinds of alkyl‐ and heteroaryl‐substituted benzyl alcohols gave moderate to good product yields. The controlled experiments performed revealed that both reactions proceeded in an SN1 fashion and heating with a Lewis acid was necessary for rearrangement.

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Advances of Iron(III) Chloride-Catalyzed Organic Reactions

Cited by 15 publications

References 23 publications

Iron Catalysis in Organic Synthesis

Iron Catalysis in Organic Synthesis

Methanolysis of poly(3‐hydroxybutyrate) catalyzed by ferric chloride

Chemodivergent Dehydrative Nucleophilic Substitutions of Diarylmethanols with 1‐Phenyl‐1H‐tetrazole‐5‐thiol Catalyzed by FeCl₃

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Advances of Iron(III) Chloride-Catalyzed Organic Reactions

Cited by 15 publications

References 23 publications

Iron Catalysis in Organic Synthesis

Iron Catalysis in Organic Synthesis

Methanolysis of poly(3‐hydroxybutyrate) catalyzed by ferric chloride

Chemodivergent Dehydrative Nucleophilic Substitutions of Diarylmethanols with 1‐Phenyl‐1H‐tetrazole‐5‐thiol Catalyzed by FeCl3

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Product

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Chemodivergent Dehydrative Nucleophilic Substitutions of Diarylmethanols with 1‐Phenyl‐1H‐tetrazole‐5‐thiol Catalyzed by FeCl₃