Mesoporous MCM-41-nPr-NHSO3H as novel and effective nanoreactor catalyst for the synthesis of multi-substituted imidazoles under solvent-free conditions

Ghorbani‐Choghamarani, Arash; Ghorbani, Farshid; Yousofvand, Zakieh; Azadi, Gouhar

doi:10.1007/s10934-015-9939-3

Cited by 12 publications

(7 citation statements)

References 35 publications

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“…The peak at 803 cm −1 can be assigned to the symmetric starching vibration of Si−O. The successful incorporation of aminopropyl group is demonstrated in the (b) spectrum by the presence of new band between 1650 and 1561 cm −1 due to NH and CH bending as well as the band at 2921 cm −1 due to alkyl group . The introduction of sulfonic group into the organic‐inorganic material is evident from the intense peak, in the (c) spectrum, at 1045 cm −1 due to the stretching of S=O as well as the wide band at between 3000–3330 cm −1 assigned to the stretching of the acidic OH group.…”

Section: Resultsmentioning

confidence: 95%

“…Jetti et al . investigated the use of Silica‐bonded N‐propyl sulfamic acid 1 (SBNPSA), as catalysts in organic heterocycles chemistry, for the synthesis of dihydropyrimidin‐2‐ones; Ghorbani et al . studied the catalyst in the preparation of multi‐substituted imidazoles, while Gharib et al used the material in the microwave‐assisted synthesis of spirooxindoles.…”

Section: Introductionmentioning

confidence: 99%

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Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

et al. 2017

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Silica based catalysts containing organic framework with both amino and sulfonic or phosphonic functions were synthesized, characterized and tested in esterification reaction of aliphatic polyalcohols as glycerol. The aim of the research was to study the relations between the structure and the activity of the materials focusing on both, the effect of the amino group and the influence of aliphatic or aromatic chain on the acidic active sites. The effects of the sulfonic and phosphonic functions and the morphology of SiO 2 , amorphous or mesostructured Santa Barbara Amorphous (SBA-15), were also addressed. The materials were compared with some commercial catalysts, showing good performances in term of activity and stability. Fresh and spent specimens were analyzed by means of thermo-gravimetrical analysis (TGA), X-ray photoelectron spectroscopy (XPS), small angle X-ray scattering (SAXS), FT-Infrared spectroscopy (FT-IR) and acid capacity measurements. The best performances in terms of glycerol conversion and selectivity to acetins were achieved in presence of the sulfonic function linked to the amino-propyl SiO 2 , while the highest stability during three catalytic cycles was registered for the analogous SBA-15 sample.

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Section: Resultsmentioning

confidence: 95%

Section: Introductionmentioning

confidence: 99%

Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

et al. 2017

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“…The synthesis of imidazoles has become an important target in the recent years. There are several methods reported in the literature for the synthesis of 2,4,5‐trisubstituted imidazoles, which include heteropolyacid, sulphanilic acid, iodine, nanocrystalline sulfated zirconia, Fe 3 O 4 @chitosan or SiO 2 and HBF 4 , transition metal, SiO 2 ‐SO 3 H …”

Section: Introductionmentioning

confidence: 99%

Spherical carbon with SO₃H groups as an efficient solid acid catalyst for 2,4,5-triphenyl-imidazole synthesis

Song

Xing

et al. 2016

ChemistrySelect

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Spherical carbonaceous solid catalysts with -SO 3 H group are prepared by hydrothermal carbonization of starch followed by carbonization at low temperatures and sulfonation with H 2 SO 4 . The concentration of introduced -SO 3 H is determined by the amount of polar groups on carbon materials surface, and a high -SO 3 H group concentration (2.15 mmol g À1 ) is achieved. The spherical carbonaceous solid acid is evaluated as catalysts for the condensation of 2,4,5-triphenyl-imidazole under free solvent. Remarkably high 2,4,5-triphenyl-imidazole yields (93 %) can be obtained efficiently (110 o C and 90 min) when HTS-400-SO 3 H was used as catalyst. The catalytic activity is determined by the acid concentration of carbonaceous solid surface. There is slight decrease in catalytic activity of HTS-400-SO 3 H after five runs. The starch-derived catalysts can be easily recovered by simple filtration and exhibited high activity for ten successive recycles.[a] Dr.

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“…In continuation of our studies on synthesis of new heterogeneous catalyst and its applicationsin organic reactions, Cu(I)‐1,3‐dimethylbarbituric acid modified SBA‐15 was synthesized and characterized by a variety of physico‐chemical techniques. Herein we depict the preparation of a new heterogenised catalyst by functionalization of SBA‐15with 3‐aminopropyl triethoxy silane, subsequent immobilization of 1,3‐dimethylbarbituric acid group on the synthesized SBA‐15‐ nPr‐NH 2 and subsequent to that event copper(I) complexed with 1,3‐dimethylbarbituric acid.…”

Section: Resultsmentioning

confidence: 99%

“…After functionalization, a decrease in the S BET , D BJH and V total was observed that can be easily interpreted due to the fact that the presence of pendant group on the pour surface that partially blocks the adsorption of nitrogen molecules. The wall thickness of SBA‐15 was 3.84 Å where calculated by the following equation

italicwallthickness = a_{0} - D_{BJH}

…”

Section: Resultsmentioning

confidence: 99%

Copper(I) complex of 1,3‐DimethylBarbituric acid modified SBA‐15 and its catalytic role for the synthesis of 2,3‐Dihydroquinazolin‐4(1H)‐ones and Imidazoles

Hajjami

Ghorbani

Yousofvand

2017

Applied Organom Chemis

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An efficient one‐pot method for synthesis of 2,3‐dihydroquinazolin‐4(1H)‐ones and tri/tetra substituted‐1H‐imidazoles has been accomplished in the presence of catalytic amounts of Cu(I)‐1,3‐dimethylbarbituric acid modified SBA‐15 as heterogeneous catalyst with good to excellent yields. The catalyst is reusable and can be applied several times without any decrease in product yield. The synthesized catalyst was characterized by scanning electron microscopy (SEM), X‐ray diffraction (XRD), energy dispersive X‐ray spectroscopy (EDS), thermal gravimetric analysis (TGA), N2 adsorption/desorption isotherms (BET), Fourier transform infrared spectroscopy (FT‐IR) and atomic absorption spectroscopy (AAS).

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Mesoporous MCM-41-nPr-NHSO3H as novel and effective nanoreactor catalyst for the synthesis of multi-substituted imidazoles under solvent-free conditions

Cited by 12 publications

References 35 publications

Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

Spherical carbon with SO₃H groups as an efficient solid acid catalyst for 2,4,5-triphenyl-imidazole synthesis

Copper(I) complex of 1,3‐DimethylBarbituric acid modified SBA‐15 and its catalytic role for the synthesis of 2,3‐Dihydroquinazolin‐4(1H)‐ones and Imidazoles

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Mesoporous MCM-41-nPr-NHSO3H as novel and effective nanoreactor catalyst for the synthesis of multi-substituted imidazoles under solvent-free conditions

Cited by 12 publications

References 35 publications

Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

Glycerol Acetylation over Organic-Inorganic Sulfonic or Phosphonic Silica Catalysts

Spherical carbon with SO3H groups as an efficient solid acid catalyst for 2,4,5-triphenyl-imidazole synthesis

Copper(I) complex of 1,3‐DimethylBarbituric acid modified SBA‐15 and its catalytic role for the synthesis of 2,3‐Dihydroquinazolin‐4(1H)‐ones and Imidazoles

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Spherical carbon with SO₃H groups as an efficient solid acid catalyst for 2,4,5-triphenyl-imidazole synthesis