Benzylbromocarbene: Absolute Rate Constant for 1,2-Hydrogen Migration and Ambiphilicity

Article abstract of DOI:10.1021/j100349a024

Laser flash photolysis studies of the reaction of benzylbromocarbene with pyridine enables the determination of the absolute rate constant for the 1,2-hydrogen migration in benzybromocarbene.Thus, k= 5.6E7/s^-1 at 25 deg C.Relative reactivities of benzylbromocarbene toward electron-poor and electron-rich alkenes indicate that the carbene is ambiphilic.The present results are consistent with a mechanism involving a carbene-alkene intermediate.