Solvent effects on intermolecular proton transfer: the rates of nitrene protonation and their correlation with Swain acity.
The rate of protonation of singlet 2-fluorenylnitrene was studied in eight protic solvents. The protonation rates vary between 10(11) and 10(9) s(-1) and are well-correlated with Swain's acity parameters. This demonstrates that Swain acity parameters and nitrene protonation rates can be used to evaluate bulk solvent acidity.
Wang
Jin
J
Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA.
Burdzinski
Gotard
G
Platz
Matthew S
MS