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C(CH3)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. Phys. Chem. Chem. Phys. 2015, 17, 16688-16691Contributed by Steven Bachrach.Reposted from Computational Organic Chemistry with permissionLast year I wrote a post on the possibility of a stable hypercoordinated carbon in the C(CH3)5+ molecule...
Last year I wrote a post on the possibility of a stable hypercoordinated carbon in the C(CH3)5+ molecule as proposed by Schleyer and Schaefer.1 Kozuch has re-examined this molecule with an eye towards examining the lifetime of this proposed fleeting molecule.2The...