Self quenching reaction of (Phenoxymethyl)chlorocarbene with diazirine

Autor: Liu, M. T. H., Chateauneuf, J. E.
Zdroj: Research on Chemical Intermediates; January 1994, Vol. 20 Issue: 2 p195-199, 5p
Abstrakt: The combination of laser flash photolysis and product analysis demonstrates that even though (phenoxymethyl)chlorocarbene reacts with its diazirine precursor with a substantial rate constant of 3.5 x 108M-1S-1, the predicted azine product is not formed. These results indicate either carbene/diazirine reversibility or subsequent hydrogen migration of the carbene/diazirine adduct. Also, a rate constant of 2.0 x 107S-1for the 1,2-hydrogen atom migration in (p-nitrophenoxymethyl)chlorocarbene has been determined using the pyridinium ylide technique.
Databáze: Supplemental Index