On the tunneling instability of a hypercoordinated carbocation

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Abstract

C(CH 3) 5 +, a pentacoordinate carbocation, was recently described as a "fleeting" molecule, that is, stable only at low temperatures. Herein it is shown using theoretical methods that, owing to carbon tunneling, the molecule is not persistent even at 0 K. One possible way to lengthen its lifespan is by deuterium substitution, in spite of the fact that no bond to hydrogen is broken.

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Kozuch, S. (2015). On the tunneling instability of a hypercoordinated carbocation. Physical Chemistry Chemical Physics, 17(26), 16688–16691. https://doi.org/10.1039/c5cp02080h

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