## Abstract The solvolysis rates and products of the 2β__exo__β norbornyl, bicyclo[3.2.1]octβ8βyl, bicyclo[3.3.1]nonβ2βyl, bicyclo[3.2.1]octβ6βyl, bicyclo[3.2.1]octβ2βyl and bicyclo[3.2.2]nonβ6βyl __p__βtoluenesulfonates **10β15**, respectively, are reported. The __exo/endo__ rate ratios for these
Bridging strain in the solvolysis of epimeric bicyclic toluenesulfonates
β Scribed by Cyril A. Grob; Adrian Waldner
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 192 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
The large difference between the reaction constants p, for the solvolysis of the 6-exo-and 7-anti-substituted norbornyl tosylates 3 and 1, respectively, is further proof for the hypothesis that 2-norbornyl cations are anisotropic with regard to the transmission of polar effects and that through spac
The effect of substituents at C4, 5, 6 and 7 on solvolysis rates and products of 2-exo-and 2-endo-norbornyl tosylates confirms that differential carbon participation is responsible for varying exo/endo rate and product ratios.
The variable exo/endo rate ratios observed in the solvolysis of 6-exosubstituted exo-and endo-2-norbornyl p-toluenesulfonates are due to differential transmission of polar effects in the transition state for ionization.