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Reasons for the nonequivalence of the exo-exo and endo-endo vicinal NMR coupling constants in norbornanes

✍ Scribed by James L. Marshall; Steven R. Walter; Michael Barfield; Anna L. Segre

Book ID
108374243
Publisher
Elsevier Science
Year
1976
Tongue
French
Weight
551 KB
Volume
32
Category
Article
ISSN
0040-4020

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The IPPP-CLOPPA method is used to study the origin of the difference between exo-exo and endoendo vicinal interproton couplings in norbornane and norbornene. The main pathway defining such Couplings is found to be determined by the corresponding C-H bonds and antibonds. For this reason they can be c

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## Abstract The solvolysis rates and products of the 6‐__exo__‐substituted 2‐__exo__‐ **1a**‐**1u**, and 2‐__endo__‐norbornyl __p__‐toluenesulfonates **2a**‐**2u**, have been determined. In general, the rate constants for **1** and **2** (log __k__) correlate well with the inductive constants Οƒ of

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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