Luis Pinero-Santiago - Spectroscopic and electrochemical properties of 2-aminophenothiazine

Document created by Luis Pinero-Santiago on Aug 22, 2014
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  Publication Details (including relevant citation   information):

  Journal of Photochemistry and Photobiology A: Chemistry


  Phenothiazines derivatives are versatile compounds that are used   in many fields, depending on the type and position of the   substitution on the parent molecule. The photochemical,   photophysical and electrochemical properties of several   phenothiazine derivatives have been previously reported in   detail. However, no reports have been presented for   2-aminophenothiazine (APH), a candidate that provides for the   further chemical modification and the introduction of specific   substituents. In this work, the photophysical and electrochemical   properties ofAPHwere measuredin acetonitrile. TheAPHground state   absorption and fluorescence spectrum (˚f < 0.01) are similar   to the corresponding PH parent molecule. A mono-exponential decay   fluorescence lifetime of 0.65 ns was determined for APH in   acetonitrile. Characterization of the 355 nm nanosecond laser   flash photolysis transient species reveals the presence of the   triplet–triplet transient intermediate with a high intersystem   crossing quantum yield (˚T = 0.72±0.07), indicating that the APH   main excited state deactivation channel is intersystem crossing.   The oxidation potential of APH is lower than phenothiazine parent   molecule (0.38V vs. 0.69V vs. Ag/AgCl(sat)). Altogether, these   results show that APH has photochemical and photophysical   properties similar to the phenothiazine parent molecule, but with   the possibility of providing an amino functionality at 2-position   for further chemical modification.

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