DNA-based asymmetric organometallic catalysis in water

Jens Oelerich, Gerard Roelfes*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

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Abstract

Here, the first examples of DNA-based organometallic catalysis in water that give rise to high enantioselectivities are described. Copper complexes of strongly intercalating ligands were found to enable the asymmetric intramolecular cyclopropanation of alpha-diazo-beta-keto sulfones in water. Up to 84% ee was achieved, in the presence of salmon testes DNA as the only source of chirality, using dipyrido [3,2-a: 2',3'-c] phenazine (dppz) derivatives as ligands.

Original languageEnglish
Pages (from-to)2013-2017
Number of pages5
JournalChemical Science
Volume4
Issue number5
DOIs
Publication statusPublished - 15-Mar-2013

Keywords

  • TRANSITION-METAL CATALYSIS
  • MONODENTATE P-LIGANDS
  • IN-SITU GENERATION
  • CYCLOPROPANATION REACTIONS
  • INTRAMOLECULAR CYCLOPROPANATION
  • COMPLEXES
  • ENANTIOSELECTIVITY
  • MEDIA
  • HYDROCHLORIDE
  • INTERCALATORS

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