
Journal of Organic Chemistry p. 1305 - 1309 (1986)
Update date:2022-08-03
Topics:
Savino, T. G.
Kanakarajan, K.
Platz, M. S.
The photochemistry of phenyldiazomethane in cyclohexene (cyclohexene-d10) and cyclohexane (cyclohexane-d12) was studied.The chemistry observed was found to be entirely consistent with singlet rather than triplet phenylcarbene reactions.Small (1.9-2.1) isotope effects to CH insertion were observed at 25 deg C that increased on cooling.Cooling to very low temperature (-196 deg C) reduced the isotope effect.The results are discussed in terms of the hardness of the polycrystalline solid matrix.
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