Epoxidation by layered double hydroxide-hosted catalysts. Catalyst synthesis and use in the epoxidation of R-(+)-limonene and (-)-a-pinene using molecular oxygen

Samiran Bhattacharjee, James Arthur Anderson, Samiran Bhattacharjee

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

A novel chiral sulphonato-salen-manganese(III) complex has been intercalated into a Zn(II)-Al(III) layered double hydroxide (LDH) host to produce a stable heterogeneous epoxidation catalyst. Powder X-ray diffraction, IR and UV-Visible ( solid) spectroscopy and TGA confirmed the successful intercalation of the Mn complex within the LDH gallery height. The intercalated sulphonato-salen-manganese(III) complex was found to be an effective heterogeneous catalyst for the stereoselective epoxidation of R-(+)-limonene and (-)-alpha-pinene at room temperature and using molecular oxygen at atmospheric pressure as oxidant. At close to 100% conversion, R-(+)- limonene was converted into the corresponding epoxide with 93% selectivity and 43% de (diastereomeric excess), whereas (-)-alpha-pinene was converted with 93% selectivity and 98% de. The catalyst could be recycled without loss of efficiency.

Original languageEnglish
Pages (from-to)119-125
Number of pages6
JournalCatalysis Letters
Volume95
DOIs
Publication statusPublished - 2004

Keywords

  • chiral salen-manganese(III)
  • layered double hydroxide
  • LDH host catalyst
  • R-(+)-limonene
  • (-)-alpha-pinene
  • epoxidation, heterogeneous catalysis
  • HETEROGENEOUS ENANTIOSELECTIVE CATALYST
  • NONFUNCTIONALIZED ALKENES
  • ASYMMETRIC EPOXIDATION
  • COMPLEXES
  • HYDROTALCITE
  • OLEFINS
  • NICKEL
  • OXIDATION

Cite this

Epoxidation by layered double hydroxide-hosted catalysts. Catalyst synthesis and use in the epoxidation of R-(+)-limonene and (-)-a-pinene using molecular oxygen. / Bhattacharjee, Samiran; Anderson, James Arthur; Bhattacharjee, Samiran.

In: Catalysis Letters, Vol. 95, 2004, p. 119-125.

Research output: Contribution to journalArticle

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abstract = "A novel chiral sulphonato-salen-manganese(III) complex has been intercalated into a Zn(II)-Al(III) layered double hydroxide (LDH) host to produce a stable heterogeneous epoxidation catalyst. Powder X-ray diffraction, IR and UV-Visible ( solid) spectroscopy and TGA confirmed the successful intercalation of the Mn complex within the LDH gallery height. The intercalated sulphonato-salen-manganese(III) complex was found to be an effective heterogeneous catalyst for the stereoselective epoxidation of R-(+)-limonene and (-)-alpha-pinene at room temperature and using molecular oxygen at atmospheric pressure as oxidant. At close to 100{\%} conversion, R-(+)- limonene was converted into the corresponding epoxide with 93{\%} selectivity and 43{\%} de (diastereomeric excess), whereas (-)-alpha-pinene was converted with 93{\%} selectivity and 98{\%} de. The catalyst could be recycled without loss of efficiency.",
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