Comparison of Co with Mn and Fe in LDH-hosted sulfonato-salen catalysts for olefin epoxidation

Samiran Bhattacharjee, Trevor. J. Dines, James A. Anderson

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

Sulphonato-salen complexes containing Mn(III), Co(III), and Fe(III) metal centers intercalated into Zn/Al layered double-hydroxide (LDH) host have been synthesized and tested as catalysts for the epoxidation of cyclohexene and dicyclopentadiene Using pivaldehyde and Molecular oxygen at atmospheric pressure and room temperature. Oxidation of cyclohexene gave cyclohexene oxide and 2-cyclohexen-1-one as reaction products, whereas dicyclopentadiene was transformed to the cot-responding monoepoxide. Selectivity was found to depend on the central metal ion. Activity (TOF) increased according to LDH-[Fe(Cl)(salen)] < LDH-[Co(Cl)(salen)] < LDH-[Mn(Cl)(salen)] in both case of cyclohexene and dicyclopentadiene epoxidation. The structures of the metal(III) sulfonato-salen complexes were modeled by density functional theory calculations in order to compare differences in dimensions and geometries with differences in gallery height and catalytic behavior.

Original languageEnglish
Pages (from-to)14124-14130
Number of pages7
JournalThe Journal of Physical Chemistry C
Volume112
Issue number36
Early online date14 Aug 2008
DOIs
Publication statusPublished - 2008

Keywords

  • hydrogen-peroxide
  • asymmetric epoxidation
  • selective epoxidation
  • mesoporous materials
  • allylic alcohols
  • complexes
  • oxidation
  • cyclohexene
  • alkenes
  • derivatives

Cite this

Comparison of Co with Mn and Fe in LDH-hosted sulfonato-salen catalysts for olefin epoxidation. / Bhattacharjee, Samiran; Dines, Trevor. J.; Anderson, James A.

In: The Journal of Physical Chemistry C, Vol. 112, No. 36, 2008, p. 14124-14130.

Research output: Contribution to journalArticle

Bhattacharjee, Samiran ; Dines, Trevor. J. ; Anderson, James A. / Comparison of Co with Mn and Fe in LDH-hosted sulfonato-salen catalysts for olefin epoxidation. In: The Journal of Physical Chemistry C. 2008 ; Vol. 112, No. 36. pp. 14124-14130.
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N2 - Sulphonato-salen complexes containing Mn(III), Co(III), and Fe(III) metal centers intercalated into Zn/Al layered double-hydroxide (LDH) host have been synthesized and tested as catalysts for the epoxidation of cyclohexene and dicyclopentadiene Using pivaldehyde and Molecular oxygen at atmospheric pressure and room temperature. Oxidation of cyclohexene gave cyclohexene oxide and 2-cyclohexen-1-one as reaction products, whereas dicyclopentadiene was transformed to the cot-responding monoepoxide. Selectivity was found to depend on the central metal ion. Activity (TOF) increased according to LDH-[Fe(Cl)(salen)] < LDH-[Co(Cl)(salen)] < LDH-[Mn(Cl)(salen)] in both case of cyclohexene and dicyclopentadiene epoxidation. The structures of the metal(III) sulfonato-salen complexes were modeled by density functional theory calculations in order to compare differences in dimensions and geometries with differences in gallery height and catalytic behavior.

AB - Sulphonato-salen complexes containing Mn(III), Co(III), and Fe(III) metal centers intercalated into Zn/Al layered double-hydroxide (LDH) host have been synthesized and tested as catalysts for the epoxidation of cyclohexene and dicyclopentadiene Using pivaldehyde and Molecular oxygen at atmospheric pressure and room temperature. Oxidation of cyclohexene gave cyclohexene oxide and 2-cyclohexen-1-one as reaction products, whereas dicyclopentadiene was transformed to the cot-responding monoepoxide. Selectivity was found to depend on the central metal ion. Activity (TOF) increased according to LDH-[Fe(Cl)(salen)] < LDH-[Co(Cl)(salen)] < LDH-[Mn(Cl)(salen)] in both case of cyclohexene and dicyclopentadiene epoxidation. The structures of the metal(III) sulfonato-salen complexes were modeled by density functional theory calculations in order to compare differences in dimensions and geometries with differences in gallery height and catalytic behavior.

KW - hydrogen-peroxide

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KW - selective epoxidation

KW - mesoporous materials

KW - allylic alcohols

KW - complexes

KW - oxidation

KW - cyclohexene

KW - alkenes

KW - derivatives

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M3 - Article

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JO - The Journal of Physical Chemistry C

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SN - 1932-7447

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