Overcoming hydrolytic sensitivity and low solubility of phosphitylation reagents by combining ionic liquids with mechanochemistry

Christopher Hardacre, Haifeng Huang, Stuart L. James, Marie E. Migaud, Sarah E. Norman, William R. Pitner

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

Ionic liquids have been used in combination with ball milling on a range of chlorophosphoramidite reagents to phosphitylate nucleosides and 2-deoxynucleosides. The enhanced stability offered by the ionic liquid mediated processes combined with efficient mass transfer induced by ball milling has enabled excellent yields to be obtained even when using small dialkyl amino groups as well as the more commonly used diisopropylamino protection.
Original languageEnglish
Pages (from-to)5846-5848
Number of pages3
JournalChemical Communications
Volume47
Issue number20
Early online date18 Apr 2011
DOIs
Publication statusPublished - 28 May 2011

ASJC Scopus subject areas

  • Metals and Alloys
  • Materials Chemistry
  • Surfaces, Coatings and Films
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Catalysis
  • Chemistry(all)

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