Photoactivatable Compounds


                                          Marek Martínek

  Department of Chemistry and RECETOX, Faculty of Science, Masaryk University, Kamenice 5, 625 00
                                       Brno, Czech Republic
                                    (marek.martinek@gmail.com)



Photoactivatable compounds are chemical systems that change their physical, chemical or biochemical
properties upon irradiation. They drew much attention of scientists over the few last decades and
have found many applications in different fields, such as nanoscience, medicinal chemistry or
surface modification.

The first part of the talk is focused on a detailed investigation of the mechanism of visible
light-induced C‑C bond cleavage of a dithianyl-pyronin analogue 1^a using steady-state and
transient absorption measurements. Elucidation of the structure of the reaction intermediates was
accomplished by advanced mass spectrometry techniques coupled with ion spectroscopy.

In the second part, the synthesis and utilization of a new Si-xanthene-based cyclopropenone 2^b,
which undergoes clean and rapid photochemically-induced decarbonylation while generating alkynes,
will be discussed. 1,3-Dipolar cycloaddition and [4+2] inverse electron-demand Diels-Alder
reactions of the strained alkynes have been investigated using laser flash photolysis, steady state
photolysis, kinetic and quantum yield measurement studies.



[a] Štacko P., Šebej P., Tazhe Veetil A., Klán P. Org. Lett. 2012, 14, 4918-4921.

[b] Martínek M.; Filipová L.; Ludvíková L.; Galeta J.; Klán P. Org. Lett. 2016, 18, 4892-4895