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Polar effects in the solvolysis of 6-exo-substituted endo-2-norbornyl p-toluenesulfonates

✍ Scribed by W. Fischer; C.A. Grob; G. von Sprecher; A. Waldner

Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
157 KB
Volume
20
Category
Article
ISSN
0040-4039

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## Abstract The solvolysis rates and products of the 6__endo__‐R‐substituted 2__endo__‐norbornyl toluenesulfonates **6a**–**6i** have been determined. The rates of **6a**–**6g** correlate with the inductive constants σ the 6__endo__‐substituents and are not related to the size of the latter. It is

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## Abstract The solvolysis rate constants __k__ for the 6‐__endo__‐substituted 2‐__exo__‐norbornyl toluenesulfonates **7** have been determined. Values of log__k__ correlate well with the respective inductive constants of the substitutents except when the latter are nucleophilic and therefore lead

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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