Dehydration of Oximes to Nitriles Catalyzed by a Green Heteropolyacid Catalyst: Preyssler's Anion, [NaP5W30O110]14−

Heravi, Majid Μ.; Sadjadi, Sodeh; Hekmatshoar, Rahim; Oskooie, Hossein A.; Bamoharram, Fatemeh F.

doi:10.1002/cjoc.200990099

Cited by 15 publications

(1 citation statement)

References 17 publications

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“…In the liquid phase, different heterogeneous catalysts, such as montmorillonite KSF, Envirocat-EPZG, KF/alumina, [RuCl 2 (p-cymene)] 2 complex supported on carbon, H 2 SO 4 supported on SiO 2 , and on resin, heteropolyacids, Cu(II) modified molecular sieves, and, more recently, tungsten–tin mixed hydroxide (W–Sn hydroxide) and Cu (II) immobilized on aminated ferrite nanoparticles, have been used in dehydration of aldoximes with different success. However, most of these catalytic systems suffer from leaching problems of the active phase while a high catalysts/aldoxime weight ratio (≥1) is necessary to achieve high performances.…”

Section: Introductionmentioning

confidence: 99%

Nanocrystalline CeO₂ as a Highly Active and Selective Catalyst for the Dehydration of Aldoximes to Nitriles and One-Pot Synthesis of Amides and Esters

et al. 2016

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The dehydration of aldoximes into nitriles has been performed in the presence of various metal oxides with different acid–base properties (Al2O3, TiO2, CeO2, MgO). The results showed that a nanocrystalline CeO2 was the most active catalyst. An in situ IR spectroscopy study supports a polar elimination mechanism in the dehydration of aldoxime on metal oxide catalysts, in which Lewis acid sites and basic sites are involved. The Lewis acid sites intervene in the adsorption of the oxime on the catalyst surface while surface base sites are responsible for the C1–H bond cleavage. Thus, the acid–base properties of nanocrystalline CeO2 are responsible for the high catalytic activity and selectivity. A variety of aldoximes including alkyl and cycloalkyl aldoximes have been dehydrated into the corresponding nitriles in good yields (80–97%) using nanosized ceria which moreover resulted in a stable and reusable catalyst. Additionally, it has been showed that a variety of pharmacologically important products such as picolinamide and picolinic acid alkyl ester derivatives can be obtained in good yields from 2-pyridinaldoxime in a one-pot process using the nanoceria as catalyst.

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Section: Introductionmentioning

confidence: 99%

Nanocrystalline CeO₂ as a Highly Active and Selective Catalyst for the Dehydration of Aldoximes to Nitriles and One-Pot Synthesis of Amides and Esters

et al. 2016

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Copper immobilized on aminated ferrite nanoparticles by 2‐aminoethyl dihydrogen phosphate (Fe₃O₄@AEPH₂‐Cu^II) catalyses the conversion of aldoximes to nitriles

Zarghani

Akhlaghinia

2015

Applied Organom Chemis

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Cu II immobilized on aminated ferrite nanoparticles by 2-aminoethyl dihydrogen phosphate (Fe 3 O 4 @AEPH 2 -Cu II ) was prepared and characterized using FT-IR, TGA, TEM, EDX, VSM, XRD, CHN and ICP techniques. The easily prepared heterogeneous nanocatalyst demonstrated a significant catalytic performance for the transformation of aldoximes to nitriles that is far superior to previously reported methods. The reaction allows for the conversion of a wide variety of aldoximes including aromatic, aliphatic and heterocyclic aldoximes in good to excellent yields (50-98%). High efficiency, mild reaction conditions, easy work-up, operational simplicity, simple purification of products and safe handling of the catalyst are important advantages of this method. In addition, the environmentally benign heterogeneous nanocatalyst can be easily recovered from reaction mixtures using an external magnet and reused several times without any loss of activity.

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ChemInform Abstract: Dehydration of Oximes to Nitriles Catalyzed by a Green Heteropolyacid Catalyst: Preyssler′s Anion, [NaP₅W₃₀O₁₁₀]^14‐.

et al. 2009

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Dehydration of Oximes to Nitriles Catalyzed by a Green Heteropolyacid Catalyst: Preyssler's Anion, [NaP₅W₃₀O₁₁₀]¹⁴⁻

Cited by 15 publications

References 17 publications

Nanocrystalline CeO₂ as a Highly Active and Selective Catalyst for the Dehydration of Aldoximes to Nitriles and One-Pot Synthesis of Amides and Esters

Nanocrystalline CeO₂ as a Highly Active and Selective Catalyst for the Dehydration of Aldoximes to Nitriles and One-Pot Synthesis of Amides and Esters

Copper immobilized on aminated ferrite nanoparticles by 2‐aminoethyl dihydrogen phosphate (Fe₃O₄@AEPH₂‐Cu^II) catalyses the conversion of aldoximes to nitriles

ChemInform Abstract: Dehydration of Oximes to Nitriles Catalyzed by a Green Heteropolyacid Catalyst: Preyssler′s Anion, [NaP₅W₃₀O₁₁₀]^14‐.

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Dehydration of Oximes to Nitriles Catalyzed by a Green Heteropolyacid Catalyst: Preyssler's Anion, [NaP5W30O110]14−

Cited by 15 publications

References 17 publications

Nanocrystalline CeO2 as a Highly Active and Selective Catalyst for the Dehydration of Aldoximes to Nitriles and One-Pot Synthesis of Amides and Esters

Nanocrystalline CeO2 as a Highly Active and Selective Catalyst for the Dehydration of Aldoximes to Nitriles and One-Pot Synthesis of Amides and Esters

Copper immobilized on aminated ferrite nanoparticles by 2‐aminoethyl dihydrogen phosphate (Fe3O4@AEPH2‐CuII) catalyses the conversion of aldoximes to nitriles

ChemInform Abstract: Dehydration of Oximes to Nitriles Catalyzed by a Green Heteropolyacid Catalyst: Preyssler′s Anion, [NaP5W30O110]14‐.

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Dehydration of Oximes to Nitriles Catalyzed by a Green Heteropolyacid Catalyst: Preyssler's Anion, [NaP₅W₃₀O₁₁₀]¹⁴⁻

Nanocrystalline CeO₂ as a Highly Active and Selective Catalyst for the Dehydration of Aldoximes to Nitriles and One-Pot Synthesis of Amides and Esters

Nanocrystalline CeO₂ as a Highly Active and Selective Catalyst for the Dehydration of Aldoximes to Nitriles and One-Pot Synthesis of Amides and Esters

Copper immobilized on aminated ferrite nanoparticles by 2‐aminoethyl dihydrogen phosphate (Fe₃O₄@AEPH₂‐Cu^II) catalyses the conversion of aldoximes to nitriles

ChemInform Abstract: Dehydration of Oximes to Nitriles Catalyzed by a Green Heteropolyacid Catalyst: Preyssler′s Anion, [NaP₅W₃₀O₁₁₀]^14‐.