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Equilibrium and kinetic deuterium isotope effects on the hetero-Diels-Alder addition of sulfur dioxide

  • Frédéric Monnat
  • , Pierre Vogel
  • , Rubén Meana
  • , José A. Sordo

Research output: Contribution to journalArticlepeer-review

Abstract

The C-S bond is formed to a greater extent than the C-O bond in the transition state of the [4+2] cycloaddition of S02 to dimethylidenecyclohexane (see scheme). Both deuterium isotope effects and quantum calculations lead to this conclusion.

Original languageEnglish (US)
Pages (from-to)3924-3927
Number of pages4
JournalAngewandte Chemie - International Edition
Volume42
Issue number33
DOIs
StatePublished - Aug 25 2003
Externally publishedYes

Keywords

  • Ab initio calculations
  • Cycloaddition
  • Heterocycles
  • Isotope effects
  • Sulfur dioxide

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