Hydrated ferric perchlorate, Fe(ClO4)3.XH2O in organic synthesis. A short review

Funding information Islamic Azad University-Arak BranchAn efficient method for the N-alkylation of poorly nucleophilic amines using ferric perchlorate immobilized on SiO 2 as a catalyst is described. Fe(ClO 4 ) 3 was prepared from mixing iron(III) hydroxide and perchloric acid and adsorbed on silica gel. The catalyst was characterized using various techniques. The supported ferric perchlorate (Fe(ClO 4 ) 3 /SiO 2 ) revealed high efficiency and selectivity for N-alkylation of aromatic amines with alcohols to provide alkylated amines. Various secondary amines were synthesized from primary amines and alcohols in good to excellent yields, with water as the only by-product. The optimization of the reaction conditions was investigated using the response surface method, and involving the Box-Behnken design matrix. The conditions for optimal reaction yield and time were: amount of catalyst = 0.34 mmol, temperature = 60°C and molar ratio of amine to alcohol = 1.2.The catalyst was recovered and reused for five cycles without a considerable decrease in catalytic activity. The stability of the recycled catalyst was investigated. The proposed method has numerous advantages including procedure simplicity, short reaction times, low cost, good to excellent yields, reusability of the catalyst and mild and environmentally benign conditions.

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Hofmann N‐alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO₂ as a catalyst through Box–Behnken experimental design

Ghanimati

Abdoli‐Senejani

Isfahani

et al. 2018

Applied Organom Chemis

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Anthryl‐1,2,4‐oxadiazole‐Substituted Calix[4]arenes as Highly Selective Fluorescent Chemodosimeters for Fe³⁺

Chen

Yang

Tsai

et al. 2015

Chemistry An Asian Journal

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Fluorescent chemosensors 1 and 2, with 1,2,4-oxadiazoles as the binding ligands and anthracene as the fluorophore, were synthesized through sequential 1,3-dipolar cycloaddition reactions of 25,27-dioxyacetonitrilecalix[4]arenes 8 and 11. The fluorescence of 1 was severely quenched by both Fe(3+) and Cu(2+) , whereas that of 2 was selectively quenched only by Fe(3+) . Control compound 4 was also selectively quenched by Fe(3+) , which implied the importance of anthryl-1,2,4-oxadiazole core; furthermore, it was shown to give various oxidation products such as oxanthrone 13, anthraquinone 14, and imidazolyl oxanthrone 15. In addition to product separation and identification, the fluorescent quenching mechanism of these 9-anthryl-1,2,4-oxadiazolyl derivatives by Fe(3+) is also discussed. Furthermore, it should be noted that the oxadiazole-substituted anthracene 4 and calix[4]arene 2 are Fe(3+) -selective fluorescent chemodosimeters without the interference by Cu(2+) .

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ChemInform Abstract: Hydrated Ferric Perchlorate, Fe(ClO₄)₃×xH2O in Organic Synthesis

Heravi

Behbahani

2009

ChemInform

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Hydrated ferric perchlorate, Fe(ClO4)3.XH2O in organic synthesis. A short review

Cited by 12 publications

References 129 publications

Hofmann N‐alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO₂ as a catalyst through Box–Behnken experimental design

Hofmann N‐alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO₂ as a catalyst through Box–Behnken experimental design

Anthryl‐1,2,4‐oxadiazole‐Substituted Calix[4]arenes as Highly Selective Fluorescent Chemodosimeters for Fe³⁺

ChemInform Abstract: Hydrated Ferric Perchlorate, Fe(ClO₄)₃×xH2O in Organic Synthesis

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Hydrated ferric perchlorate, Fe(ClO4)3.XH2O in organic synthesis. A short review

Cited by 12 publications

References 129 publications

Hofmann N‐alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO2 as a catalyst through Box–Behnken experimental design

Hofmann N‐alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO2 as a catalyst through Box–Behnken experimental design

Anthryl‐1,2,4‐oxadiazole‐Substituted Calix[4]arenes as Highly Selective Fluorescent Chemodosimeters for Fe3+

ChemInform Abstract: Hydrated Ferric Perchlorate, Fe(ClO4)3×xH2O in Organic Synthesis

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Hofmann N‐alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO₂ as a catalyst through Box–Behnken experimental design

Hofmann N‐alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO₂ as a catalyst through Box–Behnken experimental design

Anthryl‐1,2,4‐oxadiazole‐Substituted Calix[4]arenes as Highly Selective Fluorescent Chemodosimeters for Fe³⁺

ChemInform Abstract: Hydrated Ferric Perchlorate, Fe(ClO₄)₃×xH2O in Organic Synthesis