295312-00-4Relevant articles and documents
21,23-Dithia-3,13-diazaporphycenes - novel aromatic porphycene analogues incorporating thiazole
Nu?baumer, Thomas,Krieger, Claus,Neidlein, Richard
, p. 2449 - 2457 (2007/10/03)
The syntheses of the first examples of aromatic thiazole-containing porphycene analogues 3 have been accomplished by oxidation of the corresponding 3,20:10,13-diepithio-6,9:16,19-diimino-1,11-diaza[20]annulenes 9 with DDQ. Compounds 9a-c have been synthesized by McMurry coupling reaction of the diformylated 2-(1H-pyrrol-2-yl)thiazoles 8a-c, readily available by a three-step reaction sequence using 2-pyrrolethiocarboxamide (4) as starting material. The aromaticity of the 21,23-dithia-3,13-diazaporphycenes 3 is clearly established by NMR and UV/Vis spectroscopy and verified by X-ray crystal structure analysis of 3b.