Monday, 26 June 2006
Ponderosa (poster/exhibit) (John Ascuaga’s Nugget Casino Resort)
57

Photochemistry of 2-benzothienyltrifluorocarbene: characterization of a 2, 3-didehydro-2H-thiopyran

Jian Wang and Robert S. Sheridan. University of Nevada, Reno, Reno, NV

The highly strained cyclic allene 2,3-dihydro-2H-thiopyran 2 was generated by irradiation of matrix-isolated 2-benzothienyltrifluorocarbene 1, and characterized by IR, UV/Vis spectroscopy and DFT modeling. At different wavelengths, the carbene rearranges to a quinone methide 3. The carbene 1, allene 2 and quinone methide 3 could be photochemically interconverted.


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