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Abstract
Teraryl-based alpha-helix mimetics have resulted in efficient inhibitors of protein-protein interactions (PPIs). Extending the concept to even longer oligoarene systems would allow for the mimicking of even larger interaction sites. We present a highly efficient synthetic modular access to quateraryl alpha-helix mimetics, in which, at first, two phenols undergo electrooxidative dehydrogenative cross-coupling. The resulting 4,4′-biphenol is then activated by conversion to nonaflates, which serve as leaving groups for iterative Pd-catalyzed Suzuki-cross-coupling reactions with suitably substituted pyridine boronic acids. This work, for the first time, demonstrates the synthetic efficiency of using both electroorganic as well as transition-metal catalyzed cross-coupling in the assembly of oligoarene structures.
Originalsprache | englisch |
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Aufsatznummer | 340 |
Seitenumfang | 9 |
Fachzeitschrift | Catalysts |
Jahrgang | 10 |
Ausgabenummer | 3 |
DOIs | |
Publikationsstatus | Veröffentlicht - März 2020 |
ASJC Scopus subject areas
- Katalyse
- Physikalische und Theoretische Chemie
Fields of Expertise
- Human- & Biotechnology
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Untersuchen Sie die Forschungsthemen von „Synthesis of a Bcl9 Alpha-Helix Mimetic for Inhibition of PPIs by a Combination of Electrooxidative Phenol Coupling and Pd-Catalyzed Cross Coupling“. Zusammen bilden sie einen einzigartigen Fingerprint.Projekte
- 1 Abgeschlossen
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FWF - Oligoarenes - Elektrooxidative Synthese von Bis- und Oligoarenen
1/12/15 → 30/11/19
Projekt: Forschungsprojekt