Induced chirality in a metal-organic framework by postsynthetic modification for highly selective asymmetric aldol reactions

Anneleen L W Demuynck, Maarten G. Goesten, Enrique V. Ramos-Fernandez, Michiel Dusselier, Jozef Vanderleyden, Freek Kapteijn, Jorge Gascon Sabate*, Bert F. Sels

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

A straightforward synthetic route to chiral metal-organic frameworks is proposed that relies on an acid-base interaction between an acid linker and a chiral primary amino acid derived diamine organocatalyst. High ee values for the aldol condensation of linear ketones and aromatic aldehydes are reported with this heterogeneous catalyst. Three consecutive catalyst reuse experiments demonstrated that the majority of the activity was preserved, as was the enantioselectivity.

Original languageEnglish (US)
Pages (from-to)2211-2214
Number of pages4
JournalChemCatChem
Volume6
Issue number8
DOIs
StatePublished - Jan 1 2014

Keywords

  • aldol reaction
  • asymmetric catalysis
  • heterogeneous catalysis
  • metal-organic frameworks
  • organocatalysis

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Catalysis

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