Heterogeneous hydrogen and deuterium transfer in the excited state of 2-methylbenzophenone in ether-pentane-alcohol glasses at 77 K

Add time:07/16/2019    Source:sciencedirect.com

The phosphorescence decays of benzophenone, 2-methylbenzophenone (OMBP), 3-methylbenzophenone, 4-methylbenzophenone (PMBP), and deuterated analogues of the ortho and para derivatives have been observed at 77 K in ether-pentane-alcohol glasses. The decays were fitted to gaussian distributions of exponentials. An isotope effect on the decay is observed in the OMBP case, but not for PMBP. All decays, except those of the two OMBP derivatives, were well fitted to single-moded distributions of 5–6 ms with standard deviations of about 1 ms. The somewhat faster and markedly less homogeneous decay of the OMBP derivatives is attributed to internal hydrogen abstraction whose rate is dependent on the conformation of the molecule and is competitive with radiative and other non-radiative decay pathways. Supporting this hypothesis is the observation of a fluorescence attributed to the appearance of the appropriate ortho-quinodimethane enol.

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