Self quenching reaction of (Phenoxymethyl) ...



Title Self quenching reaction of (Phenoxymethyl) chlorocarbene with diazirine
Author(s) Michael T. H. Liu, J. E. Chateauneuf
Journal Research on Chemical Intermediates
Date 1994
Volume 20
Issue 2
Start page 195
End page 199
Abstract 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 10(8) M(-1)s(-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 10(7) s(-1) for the 12-hydrogen atom migration in (p-nitrophenoxymethyl)chlorocarbene has been determined using the pyridinium ylide technique.

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