The transition states for the addition of C(OH)<inf>2</inf> and C(NH<inf>2</inf>)<inf>2</inf> to ethylene, hydroxyethylene, and acrolein have been located, using the STO-3G basis set, in order to examine the philicity of both carbenes. It is shown that C(NH<inf>2</inf>)<inf>2</inf> can be classified as a nucleophile and C(OH)<inf>2</inf> as an ambiphile. The degree of validity of this classification is discussed.
|Journal||Journal of the Chemical Society, Perkin Transactions 2|
|Publication status||Published - 1 Jan 1986|
Moreno, M., Lluch, J. M., Oliva, A., & Bertran, J. (1986). Theoretical study of the dependence on substrate of the reactivity of carbenes. Journal of the Chemical Society, Perkin Transactions 2, 0(1), 183-185. https://doi.org/10.1039/P29860000183