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 108 M-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 107 S-1 for the 1,2-hydrogen atom migration in (p-nitrophenoxymethyl)chlorocarbene has been determined using the pyridinium ylide technique.
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Liu, M.T.H., Chateauneuf, J.E. Self quenching reaction of (Phenoxymethyl)chlorocarbene with diazirine. Res. Chem. Intermed. 20, 195–199 (1994). https://doi.org/10.1163/156856794X00199
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DOI: https://doi.org/10.1163/156856794X00199