Portal de Periódicos da CAPES

The long and winding road to new porphycenes

2012; World Scientific; Volume: 16; Issue: 05n06 Linguagem: Inglês

10.1142/s1088424612500733

1099-1409

Igor Czerski, Arkadiusz Listkowski, Jan Nawrocki, Natalia Urbańska, Hubert Piwoński, Adam Sokołowski, Oksana Pietraszkiewicz, Marek Pietraszkiewicz, Jacek Waluk,

Surface Chemistry and Catalysis

We describe attempts — not always successful — made over the years to improve the efficiency of porphycene synthesis and to produce novel compounds, custom-designed for specific purposes. New porphycenes are reported, some of them obtained rather unexpectedly as by-products of the planned reactions. Structure and energy computations of possible tautomeric forms in porphycenes substituted by one, two, three, and four tert-butyl groups lead to predictions regarding the kinetics and mechanisms of intramolecular double hydrogen transfer. The occurrence of tautomerization in single molecules of tert-butylsubstituted porphycenes is demonstrated by using fluorescence polarization techniques.