On the acidity and reactivity of highly effective chiral Brønsted acid catalysts: Establishment of an acidity scale

Karl Kaupmees, Nikita Tolstoluzhsky, Sadiya Raja, Magnus Rueping*, Ivo Leito

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

113 Scopus citations

Abstract

Stronger acid, higher speed: The pKa values of a range of binol-derived Brønsted acids of three different types were measured and found to correlate directly with the catalytic properties of the acids: higher rate constants kI were observed for more acidic Brønsted acid catalysts (see plot; binol=1,1′-bi-2-naphthol).

Original languageEnglish (US)
Pages (from-to)11569-11572
Number of pages4
JournalAngewandte Chemie - International Edition
Volume52
Issue number44
DOIs
StatePublished - Oct 25 2013

Keywords

  • N-triflylphosphoramides
  • Nazarov cyclization
  • acidity
  • organocatalysis
  • phosphoric acids

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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