jp0c03877_si_001.pdf (274.17 kB)
Lewis Acidity and Basicity: Another Measure of Carbene Reactivity
journal contribution
posted on 2020-07-02, 19:06 authored by Trent
H. Stein, Monica Vasiliu, Anthony J. Arduengo, David A. DixonThe
structural and energetic reactivities of various carbenes are
evaluated against a standard electrophile (proton) and a standard
nucleophile (fluoride). The proton and fluoride affinities of the
carbenes studied provide an increased understanding of reactivity
modes and mechanisms. General classification of carbenic reactivity
as a singlet nucleophilic carbene or a singlet electrophilic carbene
is facilitated by this present study, and a need for further classification
means along the border between electrophilic and nucleophilic reactivity
is considered. The results are based on electronic structure calculations
at the composite correlated molecular orbital theory G3MP2 level.