Steric control of regiochemistry in the reactions of methyl substituted pentadienyl cations with isobutene

Mayr, Herbert und Heilmann, Werner (1986): Steric control of regiochemistry in the reactions of methyl substituted pentadienyl cations with isobutene. In: Tetrahedron, Bd. 42, Nr. 24: S. 6657-6662

Abstract

The dienylic chlorides 1–5 react with isobutene in the presence of zinc chloride/ether in dichloromethane to give the acyclic adducts 6–10 in 64–91% yield. The orientation effects are in contrast to the predictions of perturbational molecular orbital theory and can be explained on the basis of steric effects.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Chemie und Pharmazie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie