Nano-Fe3O4 Encapsulated-Silica Particles Bearing Sulfonic Acid Groups as a Magnetically Separable Catalyst for Highly Efficient Knoevenagel Condensation and Michael Addition Reactions

doi:10.1016/S1872-2067(11)60455-5

催化学报 ›› 2012, Vol. 33 ›› Issue (11): 1825-1831.DOI: 10.1016/S1872-2067(11)60455-5

Nano-Fe₃O₄ Encapsulated-Silica Particles Bearing Sulfonic Acid Groups as a Magnetically Separable Catalyst for Highly Efficient Knoevenagel Condensation and Michael Addition Reactions

Firouzeh NEMATI1,*, Majid M. HERAVI2, Raheleh SAEEDI RAD1

1Department of Chemistry, Semnan University, Semnan, Iran; 2Department of Chemistry, School of Science, Azzahra University, Vanak, Tehran, Iran

收稿日期:2012-07-20 修回日期:2012-09-10 出版日期:2012-11-16 发布日期:2012-11-16

Nano-Fe₃O₄ Encapsulated-Silica Particles Bearing Sulfonic Acid Groups as a Magnetically Separable Catalyst for Highly Efficient Knoevenagel Condensation and Michael Addition Reactions

Firouzeh NEMATI1,*, Majid M. HERAVI2, Raheleh SAEEDI RAD1

1Department of Chemistry, Semnan University, Semnan, Iran; 2Department of Chemistry, School of Science, Azzahra University, Vanak, Tehran, Iran

Received:2012-07-20 Revised:2012-09-10 Online:2012-11-16 Published:2012-11-16

摘要/Abstract

摘要： Sulfonic acid-functionalized silica-coated nano-Fe₃O₄ particles (Fe₃O₄@SiO₂-SO₃H) have been prepared as a novel heterogeneous acid using a facile process. The material was subsequently identified as an efficient catalyst for the synthesis of a variety of tetraketone derivatives via the Knoevenagel condensation and Michael addition reactions of aromatic aldehydes to dimedone, 1,3-indanedione, and 1,3-dimethyl barbituric acid. The catalyst could be readily recovered using a simple external magnet and reused several times without any significant loss in activity. The current catalytic process is both sustainable and economical because it operates under aqueous conditions, the catalyst can be recovered and reused, and the reactions themselves require only a short time and provide the products in high yield.

关键词: magnetic nanoparticle, silica, Knoevenagel condensation, Michael addition, cyclic diketone

Abstract: Sulfonic acid-functionalized silica-coated nano-Fe₃O₄ particles (Fe₃O₄@SiO₂-SO₃H) have been prepared as a novel heterogeneous acid using a facile process. The material was subsequently identified as an efficient catalyst for the synthesis of a variety of tetraketone derivatives via the Knoevenagel condensation and Michael addition reactions of aromatic aldehydes to dimedone, 1,3-indanedione, and 1,3-dimethyl barbituric acid. The catalyst could be readily recovered using a simple external magnet and reused several times without any significant loss in activity. The current catalytic process is both sustainable and economical because it operates under aqueous conditions, the catalyst can be recovered and reused, and the reactions themselves require only a short time and provide the products in high yield.

Key words: magnetic nanoparticle, silica, Knoevenagel condensation, Michael addition, cyclic diketone

Firouzeh NEMATI, Majid M. HERAVI, Raheleh SAEEDI RAD. Nano-Fe₃O₄ Encapsulated-Silica Particles Bearing Sulfonic Acid Groups as a Magnetically Separable Catalyst for Highly Efficient Knoevenagel Condensation and Michael Addition Reactions[J]. 催化学报, 2012, 33(11): 1825-1831.

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Nano-Fe₃O₄ Encapsulated-Silica Particles Bearing Sulfonic Acid Groups as a Magnetically Separable Catalyst for Highly Efficient Knoevenagel Condensation and Michael Addition Reactions

Nano-Fe₃O₄ Encapsulated-Silica Particles Bearing Sulfonic Acid Groups as a Magnetically Separable Catalyst for Highly Efficient Knoevenagel Condensation and Michael Addition Reactions

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