Solvent free synthesis of chalcone and flavanone over zinc oxide supported metal oxide catalysts

Saravanamurugan Shunmugavel, A. Palanichamy, B. Arabindoo, V. Murugesan

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

Liquid phase Claisen-Schmidt condensation between 2'-hydroxyacetophenone and benzaldehyde to form 2'-hydroxychalcone, followed by intramolecular cyclisation to form flavanone was carried out over zinc oxide supported metal oxide catalysts under solvent free condition. The reaction was carried out over ZnO supported MgO, BaO, K2O and Na2O catalysts with 0.2 g of each catalyst at 140 degrees C for 3 h. Magnesium oxide impregnated zinc oxide was observed to offer higher conversion of 2'-hydroxyacetophenone than other catalysts. Further MgO impregnated with various other supports such as HZSM-5, Al2O3 and SiO2 were also used for the reaction to assess the suitability of the support. The order of activity of the support is ZnO > SiO2 > Al2O3 > HZSM-5. Various weight percentage of MgO was loaded on ZnO to optimize maximum efficiency of the catalyst system. The impregnation of MgO (wt%) in ZnO was optimized for better conversion of 2'-hydroxyacetophenone. The effect of temperature and catalyst loading was studied for the reaction. (c) 2005 Elsevier B.V. All rights reserved.
Original languageEnglish
JournalCatalysis Communications
Volume6
Issue number6
Pages (from-to)399-403
Number of pages5
ISSN1566-7367
DOIs
Publication statusPublished - 2005
Externally publishedYes

Keywords

  • Catalysis
  • Catalyst activity
  • Catalyst selectivity
  • Catalyst supports
  • Catalysts
  • Composition effects
  • Condensation reactions
  • Impregnation
  • Ketones
  • Magnesia
  • Thermal effects
  • Zinc oxide
  • Synthesis (chemical)
  • Benzaldehyde
  • Catalyst loading
  • Catalyst systems
  • Chalcone
  • Claisen-Schmidt condensation
  • Flavanone
  • Hydroxyacetophenone
  • Solvent free synthesis
  • 2′-hydroxyacetophenone
  • MgO
  • ZnO
  • X
  • Claisen–Schmidt condensation
  • CHEMISTRY,
  • OXIDATIVE METHYLATION
  • ORGANIC-REACTIONS
  • BASIC CATALYST
  • FLAVONOIDS
  • ZEOLITE
  • TOLUENE
  • MGO
  • 2'-HYDROXYCHALCONES
  • 4-METHYLBIPHENYL
  • OPPORTUNITIES
  • 2'-hydroxyacetophenone
  • flavanone
  • catalyst loading
  • order of activity
  • solvent free condition
  • support suitability
  • temperature effects
  • 2'-hydroxyacetophenone 118-93-4
  • 2'-hydroxychalcone 1214-47-7
  • aluminum oxide 1344-28-1 catalyst
  • barium oxide 1304-28-5 catalyst
  • benzaldehyde 100-52-7
  • chalcone 94-41-7 antineoplastic-drug, antiviral-drug, antiinfective-drug, antibacterial-drug, immunologic-drug, antiinflammatory-drug
  • flavanone 487-26-3 antineoplastic-drug, antiviral-drug, antiinfective-drug, antibacterial-drug, immunologic-drug, antiinflammatory-drug
  • HZSM-5 catalyst
  • magnesium oxide 1309-48-4 catalyst
  • potassium oxide 12136-45-7 catalyst
  • silicon oxide 11126-22-0 catalyst
  • sodium oxide 1313-59-3 catalyst
  • zinc oxide 1314-13-2
  • 10060, Biochemistry studies - General
  • 12512, Pathology - Therapy
  • 22002, Pharmacology - General
  • 22012, Pharmacology - Connective tissue, bone and collagen-acting drugs
  • 22018, Pharmacology - Immunological processes and allergy
  • 24008, Neoplasms - Therapeutic agents and therapy
  • 38502, Chemotherapy - General, methods and metabolism
  • 38504, Chemotherapy - Antibacterial agents
  • 38506, Chemotherapy - Antiviral agents
  • intramolecular cyclization laboratory techniques
  • liquid phase Claisen-Schmidt condensation laboratory techniques
  • Biochemistry and Molecular Biophysics
  • Methods and Techniques
  • Pharmacology

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