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High exo:endo rate ratios in the solvolysis of the 2-methyl- and 2-phenyl-exo-5,6-trimethylene-2-norbornyl p-nitrobenzoates. Evidence for the unimportance of .sigma. participation in the high exo:endo rate ratios in tertiary norbornyl derivatives

โœ Scribed by Brown, Herbert Charles; Vander Jagt, David L.; Schleyer, Paul V. R.; Fort, Raymond C.; Watts, William E.


Book ID
127288563
Publisher
American Chemical Society
Year
1969
Tongue
English
Weight
356 KB
Volume
91
Category
Article
ISSN
0002-7863

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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.