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Bridging strain in the solvolysis of epimeric bicyclic toluenesulfonates

✍ 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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πŸ“œ SIMILAR VOLUMES


Differential Bridging in the Solvolysis
✍ Cyril A. Grob; Adrian Waldner; Ulrich Zutter πŸ“‚ Article πŸ“… 1984 πŸ› John Wiley and Sons 🌐 German βš– 709 KB

## Abstract The solvolysis rates and products of the 2‐__exo__‐ norbornyl, bicyclo[3.2.1]oct‐8‐yl, bicyclo[3.3.1]non‐2‐yl, bicyclo[3.2.1]oct‐6‐yl, bicyclo[3.2.1]oct‐2‐yl and bicyclo[3.2.2]non‐6‐yl __p__‐toluenesulfonates **10–15**, respectively, are reported. The __exo/endo__ rate ratios for these

Differential bridging in the solvolysis
✍ Peter Flury; Cyril A. Grob πŸ“‚ Article πŸ“… 1983 πŸ› Elsevier Science 🌐 French βš– 204 KB

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

Inductive charge dispersal in the solvol
✍ Francesco Fuso; Cyril A. Grob; Pawel Sawlewicz; Yao Guo-Wei πŸ“‚ Article πŸ“… 1985 πŸ› Elsevier Science 🌐 French βš– 197 KB

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.

Stereoelectronic control of exo/endo rat
✍ W. Fischer; C.A. Grob; G. von Sprecher; A. Waldner πŸ“‚ Article πŸ“… 1979 πŸ› Elsevier Science 🌐 French βš– 189 KB

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.