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Cyclic Structural Motifs in 5,6-Dihydroxyindole Polymerization Uncovered: Biomimetic Modular Buildup of a Unique Five-Membered Macrocycle.
- Source :
-
Organic Letters . Jul2010, Vol. 12 Issue 14, p3250-3253. 4p. - Publication Year :
- 2010
-
Abstract
- An unprecedented 5,6-dihydroxyindole macrocycle (4) featuring a rigid twisted backbone was obtained by biomimetic oxidative cross-coupling of the 2,2′-biindole 2and triindole 3. A putative reaction intermediate, 2-quinone, was detected and characterized by pulse radiolysis and DFT calculations. Discovery of 4indirectly supports for the first time theoretically predicted cyclic structural motifs as potential eumelanin building blocks. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 15237060
- Volume :
- 12
- Issue :
- 14
- Database :
- Academic Search Index
- Journal :
- Organic Letters
- Publication Type :
- Academic Journal
- Accession number :
- 52316954
- Full Text :
- https://doi.org/10.1021/ol101188c