Journal of Physical Organic Chemistry p. 677 - 682 (1996)
Update date:2022-07-31
Topics:
Hasegawa, Tadashi
Imase, Yoshihiro
Imada, Manabu
Kumakura, Kazushige
Yoshioka, Michikazu
Irradiation of 2-benzoyl- and 2-(p-methylbenzoyl)cyclopentanone (1a and 1b), which have the lowest n,π* excited states and showed no photoreactivities in inert solvents, neat or in the solid state, gave two types of products on a silica gel surface; one arose from the cleavage of the C - C bond a to the benzoyl group and the other arose from the cyclopentanone C-1 - C-2 bond cleavage. Analysis of Langmuir adsorption isotherm of la by a non-linear least-squares method revealed that 7·9 × 10-4 mol of 1a was spread as a monomolecular layer over 1 g of silica gel. The photoreactivity of la on the surface was very sensitive to the coverage; the efficiency of disappearance of la decreased monotonically from 100% at low coverages to zero at nearly 100% coverage. Close packing of molecules of 1 on the surface diminished the photoreactivity. A silica gel surface provided a possible dispersion field for bringing out the latent photoreactivity of 1.
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