meso-Pyrimidinyl-Substituted A2B-Corroles
meso-Pyrimidinyl-substituted A2B-corroles were synthesized in good yields by condensation of 5-mesityldipyrromethane and 2-substituted 4,6-dichloropyrimidine-5-carbaldehydes. A simple reduction of the amount of Lewis acid (BF3·OEt2) resulted in the formation of A2B-corroles, which was optimized to m...
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Veröffentlicht in: | Organic letters 2007-08, Vol.9 (16), p.3165-3168 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | meso-Pyrimidinyl-substituted A2B-corroles were synthesized in good yields by condensation of 5-mesityldipyrromethane and 2-substituted 4,6-dichloropyrimidine-5-carbaldehydes. A simple reduction of the amount of Lewis acid (BF3·OEt2) resulted in the formation of A2B-corroles, which was optimized to maximize the corrole yield. Nucleophilic aromatic substitution, Suzuki, and Stille cross-coupling reactions were performed on the Cu-metalated pyrimidinylcorroles to obtain sterically encumbered triarylcorroles, while the substitution pattern at the 2-position of the pyrimidinyl substituent was altered through Liebeskind−Srogl cross-couplings. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/ol071226a |