Eibler, Ernst and Höcht, Peter and Prantl, Bernhard and Roßmaier, Henry and Schuhbauer, Hans Markus and Wiest, Hubert and Sauer, Jürgen (1997) Transitions of electron demand in pericyclic reactions: Normal, neutral, and inverse Diels-Alder reactions of polyhalogenated cyclopentadienes. LIEBIGS ANNALEN-RECUEIL, 1997 (12). pp. 2471-2484. ISSN 0947-3440
Full text not available from this repository.Abstract
Normal, neutral, and inverse-type Diels-Alder reactions can be observed in [4+2] cycloadditions of polyhalogenated cyclopentadienes 1a-1i with various aryl-substituted cyclic and open-chain dienophiles, and characteristic gradations of reactivity associated with the different mechanistic types are often displayed. Reaction rate constants and semiempirically derived HOMO and LUMO values for the reactants suggest that neutral [4+2] cycloadditions should be regarded as a transition between normal and inverse Diels-Alder reactions.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | REACTIVITY; REGIOSELECTIVITY; cycloadditions; neutral electron demand; structure-activity relationships; substituent effects; semiempirical calculations |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 01 Mar 2023 12:13 |
| Last Modified: | 01 Mar 2023 12:13 |
| URI: | https://pred.uni-regensburg.de/id/eprint/50373 |
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