Observation of singlet cycloreversion of thymine oxetanes by direct photolysis

The Journal of Physical Chemistry. B
Wai Ming KwokDavid Lee Phillips

Abstract

An ultrafast broadband transient absorption spectroscopic study of the direct photolysis of oxetane DMT-BP [which is the oxetane adduct of 1,3-dimethylthymine (DMT) with benzophenone (BP)] is presented. Previous nanosecond time-resolved absorption studies by other researchers observed that direct photolysis of such oxetanes results in a rare, adiabatic photochemical reaction to produce a triplet excited-state carbonyl species. However, the mechanism for this adiabatic photochemical reaction remained unclear for the reaction sequence of the bond scission and the intersystem crossing (ISC) because of the time resolution for the experiments, and this prompted us to further study its mechanism with ultrafast time-resolution. The ultrafast time-resolved spectra presented here indicate that the cycloreversion reaction occurs in a stepwise manner on a singlet excited-state, and then intersystem crossing (ISC) occurs to produce the triplet carbonyl product observed in the previously reported nanosecond time-resolved experiments.

References

Jul 18, 2001·Journal of the American Chemical Society·A Joseph, D E Falvey
May 13, 2005·Organic & Biomolecular Chemistry·Marcus G FriedelThomas Carell
Sep 21, 2005·Chemistry : a European Journal·Noureddine BelmadouiMiguel A Miranda
Jul 13, 2006·The Journal of Physical Chemistry. a·M Angeles IzquierdoMiguel A Miranda
Mar 14, 2008·Journal of the American Chemical Society·Wai-Ming KwokDavid Lee Phillips

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Citations

Nov 6, 2020·Organic & Biomolecular Chemistry·Alejandro Blasco-BrusolaMiguel A Miranda

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