Diphenylsulfene (5) and diphenyl-α-sultine
6 were generated in cryogenic matrices by three
independent
routes: (i) the thermal reaction of diphenylcarbene (8)
and SO2, (ii) the photochemically induced hetero
Wolff
rearrangement of sulfonylcarbene 11, and (iii) oxygen
transfer from ozone to diphenylsulfine 16. Isotopic
labeling
with 13C and 18O allows for the assignment of
several characteristic IR vibrations of 5. Irradiation
with λ > 375 nm
results in the rearrangement of 5 to 6, which is
the first α-sultine that has been characterized spectroscopically.
The
final product on UV irradiation of 6 is benzophenone
(9) and sulfur monoxide.
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