NORCARADIENE–CYCLOHEPTATRIENE EQUILIBRIUM IN 7-ALKYL-7-CYANOCYCLOHEPTATRIENES
- 5 July 1981
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 10 (7) , 979-982
- https://doi.org/10.1246/cl.1981.979
Abstract
The steric effect on the cycloheptatriene (CHT)–norcaradiene (NCD) equilibrium has been studied in simple 7-alkyl-7-cyanocycloheptatrienes, such as 7-ethyl-, 7-benzyl-, 7-isopropyl-, 7-cyclopropenyl-, and 7-tert-butyl-7-cyanocycloheptatrienes. The NCD component increases with bulkiness of the 7-alkyl group in this order, but the cycloheptatriene carrying an extremely bulky 7-tert-butyl group is out of this order.Keywords
This publication has 12 references indexed in Scilit:
- Cycloalkencarbene, VII. Systeme mit fluktuierender Struktur. — Synthese und 1 H‐NMR‐spektroskopische Studie von Spiro‐norcaradienen/Spiro‐cycloheptatrienenEuropean Journal of Inorganic Chemistry, 1973
- Cope rearrangement revisitedJournal of the American Chemical Society, 1971
- Cycloheptatriene-norcaradiene system. III. Dependence of the ground-state enthalpy difference on substituents in the 7 positionJournal of the American Chemical Society, 1971
- Ein Spiroderivat des NorcaradiensAngewandte Chemie, 1969
- Protonenresonanz-spektroskopie ungesättigter ringsysteme—XIIITetrahedron, 1969
- Addition of cyclopentadienylidene to hexafluorobenzeneThe Journal of Organic Chemistry, 1968
- The Norcaradiene ProblemAngewandte Chemie International Edition in English, 1967
- The Cycloheptatriene-Norcaradiene System. I. 7,7-Dicyanonorcaradienes. Preparation and Structure ProofJournal of the American Chemical Society, 1967
- 7,7-DicyanonorcaradienesJournal of the American Chemical Society, 1965
- Benzo‐norcaradien‐carbonsäure und Benzo‐cycloheptatrien‐carbonsäureEuropean Journal of Inorganic Chemistry, 1961