Journal of the American Chemical Society p. 712 - 714 (1989)
Update date:2022-08-02
Topics:
LaVilla, Joseph A.
Goodman, Joshua L.
The heats of formation and reaction of several singlet carbenes are determined by time-resolved photoacoustic calorimetry.The most selective and least reactive carbene examined, methoxychlorocarbene, is the most stable and reacts least exothermically with CH3OH.The phenylhalocarbenes have similar stabilities and reaction exothermicities with CH3OH.The experimental carbene heats of formation in solution are systematically lower and the stabilization energies higher than the values from MNDO calculations.This potentially result from (i) solvation of the carbene, (ii) an unresolved reaction volume change, or (iii) incorrect MNDO calculated carbene and diaziridine enthalpies.
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