On corrole chemistry. An isomerization study and oxidative cleavage of the corrole macroring to a biliverdin structure
- 1 July 1998
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 35 (4) , 965-970
- https://doi.org/10.1002/jhet.5570350430
Abstract
In the present paper, we report the synthesis of free 5‐ and 10‐monophenylcorroles, 4 and 3 respectively as well as the first example of molecular oxygen oxidation of the corrole macrocycle identified as an open chain tetrapyrrole (biliverdin) structure 7. Reaction of 1 and 2 in acetic acid leads to a mixture of two a,c‐biladienes 3b and 4b and therefore to a mixture of two corrole isomers 3 and 4. Reaction of 1 and 2 in trifluoroacetic acid leads only to the symmetrical corrole isomer 3 in 41% yield.Keywords
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