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Journal Articles Chemistry - A European Journal Year : 2014

Large Hyperconjugation in Strained Systems


Carbocations can appear as transient species, for instance, in elimination reactions and various rearrangements. Hyperconjugation (or conjugation) can then stabilize the cationic character and form a partial π bond. The effect of the electronic delocalization from strained substituents to a carbocation part was calculated. Very large hyperconjugation was found, sometimes more than 80 kcal mol-1, which is much larger than typical conjugation effects (56 kcal mol-1 for the allyl cation).

Dates and versions

hal-01347475 , version 1 (21-07-2016)



Julien Racine, Stéphane Humbel. Large Hyperconjugation in Strained Systems. Chemistry - A European Journal, 2014, Chemistry a European Journal, 20, pp.12601-12606. ⟨10.1002/chem.201403582⟩. ⟨hal-01347475⟩


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