Norbornenes in inverse electron-demand Diels-Alder reactions

Chemistry. 2013 Sep 27;19(40):13309-12. doi: 10.1002/chem.201301838. Epub 2013 Sep 11.

Abstract

Significant differences in the reactivity of norbornene derivatives in the inverse electron-demand Diels-Alder reaction with tetrazines were revealed by kinetic studies. Substantial rate enhancement for the exo norbornene isomers was observed. Quantum-chemical calculations were used to rationalize and support the observed experimental data.

Keywords: inverse electron-demand Diels-Alder reactions; kinetics; norbornene; quantum-chemical calculations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anhydrides / chemistry*
  • Cycloaddition Reaction
  • Electrons
  • Kinetics
  • Molecular Structure
  • Norbornanes / chemistry*
  • Quantum Theory

Substances

  • Anhydrides
  • Norbornanes
  • norbornene anhydride