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Inductive, CC-hyperconjugative and frangomeric effects in the solvolysis of 6-exo-substituted 2-exo-norbornyl p-toluenesulfonates

โœ Scribed by W. Fischer; C.A. Grob; G. von Sprecher


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

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## Abstract The solvolysis rates and products of the 6โ€__exo__โ€substituted 2โ€__exo__โ€ **1a**โ€**1u**, and 2โ€__endo__โ€norbornyl __p__โ€toluenesulfonates **2a**โ€**2u**, have been determined. In general, the rate constants for **1** and **2** (log __k__) correlate well with the inductive constants ฯƒ of

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โœ Cyril A. Grob; Bettina Gรผnther; Reinhard Hanreich ๐Ÿ“‚ Article ๐Ÿ“… 1981 ๐Ÿ› John Wiley and Sons ๐ŸŒ German โš– 471 KB ๐Ÿ‘ 1 views

## Abstract The solvolysis rate constants __k__ for the 6โ€__endo__โ€substituted 2โ€__exo__โ€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