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2,3,7,8,12,13,17,18-Octachloroporphyrin

✍ Scribed by Mathias O. Senge; Oliver Flögel; Karin Ruhlandt-Senge

Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
85 KB
Volume
05
Category
Article
ISSN
1088-4246

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✦ Synopsis

Synthesis of 3,4-dichloropyrrole and reaction with formaldehyde and p-toluene sulfonic acid catalysis, followed by oxidation with Ag ~2~ O allows a low yield entry into 2,3,7,8,12,13,17,18-octachloroporphyrin. The extremely low solubility of the free base requires work-up in the presence of metallo acetates for in situ formation of metal complexes. Utilizing this method, zinc(II) and nickel(II) complexes of the title compound were prepared as the first examples of a novel porphyrin class bearing only β-halogeno substituents. In addition, the first crystal structure of a 3,4-dihalopyrrole, 3,4-dichloropyrrole, is reported.

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