Self quenching reaction of (Phenoxymethyl) ...

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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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