Ionic Diels-Alder reactions

Wolfgang Ritzberger-Baumgartner, Joachim G. Schantl, G. Hajós

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The polar cycloaddition reaction of cationic heteroaromatic dienes, the triazoloisoquinolinium ion 1 and the tetramethoxycarbonylquinolizinium ion 4 with electron-rich dienophiles was studied resembling Diels-Alder reactions with inverse electron demand. This was also substantiated by ab initio calculations of the FMO energies of the reactants; also the regio- and stereochemistry of the cycloadducts obtained are readily explained in terms of FMO theory.

Original languageEnglish
Pages (from-to)119-122
Number of pages4
JournalMolecules
Volume1
Issue number9
DOIs
Publication statusPublished - Jan 1997

Fingerprint

Diels-Alder reactions
Cycloaddition Reaction
Electrons
Ions
Stereochemistry
Cycloaddition
stereochemistry
cycloaddition
dienes
ions
electrons
energy

Keywords

  • Calculated FMO-energies
  • Cationic heteroaromatic dienes
  • Inverse electron demand
  • Ionic Diels-Alder
  • Polar cycloaddition reaction

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Ritzberger-Baumgartner, W., Schantl, J. G., & Hajós, G. (1997). Ionic Diels-Alder reactions. Molecules, 1(9), 119-122. https://doi.org/10.1007/s007830050021

Ionic Diels-Alder reactions. / Ritzberger-Baumgartner, Wolfgang; Schantl, Joachim G.; Hajós, G.

In: Molecules, Vol. 1, No. 9, 01.1997, p. 119-122.

Research output: Contribution to journalArticle

Ritzberger-Baumgartner, W, Schantl, JG & Hajós, G 1997, 'Ionic Diels-Alder reactions', Molecules, vol. 1, no. 9, pp. 119-122. https://doi.org/10.1007/s007830050021
Ritzberger-Baumgartner W, Schantl JG, Hajós G. Ionic Diels-Alder reactions. Molecules. 1997 Jan;1(9):119-122. https://doi.org/10.1007/s007830050021
Ritzberger-Baumgartner, Wolfgang ; Schantl, Joachim G. ; Hajós, G. / Ionic Diels-Alder reactions. In: Molecules. 1997 ; Vol. 1, No. 9. pp. 119-122.
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