21,23-Dithia-3,13-diazaporphycenes - novel aromatic porphycene analogues incorporating thiazole
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 difo...
Saved in:
| Main Authors: | , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
2000
|
| In: |
European journal of organic chemistry
Year: 2000, Issue: 13, Pages: 2449-2457 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/1099-0690(200007)2000:13<2449::AID-EJOC2449>3.0.CO;2-F |
| Online Access: | Verlag, kostenfrei registrierungspflichtig, Volltext: http://dx.doi.org/10.1002/1099-0690(200007)2000:13<2449::AID-EJOC2449>3.0.CO;2-F Verlag, kostenfrei registrierungspflichtig, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/1099-0690(200007)2000:13<2449::AID-EJOC2449>3.0.CO;2-F/abstract 
|
| Author Notes: | Thomas Nußbaumer, Claus Krieger, and Richard Neidlein |
| Summary: | 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. |
|---|---|
| Item Description: | Gesehen am 28.04.2017 |
| Physical Description: | Online Resource |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/1099-0690(200007)2000:13<2449::AID-EJOC2449>3.0.CO;2-F |