Hammett Analyses of Halocarbene–Halocarbanion Equilibria
journal contributionposted on 19.04.2013, 00:00 by Lei Wang, Robert A. Moss, Karsten Krogh-Jespersen
Substituted arylchlorocarbenes (X = H, p-Cl, p-CF3, p-F, m-Cl) reacted reversibly with Cl– in dichloroethane to form the corresponding aryldichloromethide carbanions. Equilibrium constants and rate constants for the forward and reverse reactions were correlated by the Hammett equation. DFT methods were used to compute equilibrium constants and electronic absorption spectra.