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Photochemistry of the title compounds in various solvents was studied using a broad band of light centered at 350 nm. C-4 spiroketal cyclohexenone 4 (1.0 M) afforded dimers and 12b with the predominance of the former in polar solvent and the latter in nonpolar solvent. When the concentration was reduced to, 4 underwent solvent addition in nonpolar solvent and ring-contraction in polar solvents. 4,4-Dimethoxycyclohexenones...
Chemoselective photorearrangements of symmetrically substituted pyrazinobarrelene 4, quinoxalinobarrelene 5, and benzoquinoxalinobarrelenes 6 and 7 containing polar and non-polar groups under various conditions are described. In both direct and sensitized irradiation conditions, barrelenes 4–7 afforded similar bridging modes and photoproduct distributions suggesting a resemblance in the multiplicities...
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