The photochemistry of diphenylcarbene 5, matrix-isolated in argon at 3-5K was investigated by UV-Vis, IR, and EPR spectros-copy. Although carbene 5 proved to be stable toward broadband UV irradiation, it slowly rearranges to 1-phenyl-1,2,4,6-cycloheptatetraene 8 during irradiation with the intense light of a 445-nm diode laser. Other intermediates were not observed. Allene 8 is the key intermediate that was missing in the proposed mechanism of the rearrangement of 5 to fluorene 7.
1-Phenyl-1,2,4,6-cycloheptatetraene: The missing intermediate of the diphenylcarbene to fluorene rearrangement
Costa P.;
2015
Abstract
The photochemistry of diphenylcarbene 5, matrix-isolated in argon at 3-5K was investigated by UV-Vis, IR, and EPR spectros-copy. Although carbene 5 proved to be stable toward broadband UV irradiation, it slowly rearranges to 1-phenyl-1,2,4,6-cycloheptatetraene 8 during irradiation with the intense light of a 445-nm diode laser. Other intermediates were not observed. Allene 8 is the key intermediate that was missing in the proposed mechanism of the rearrangement of 5 to fluorene 7.File in questo prodotto:
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