Projects per year
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.
Original language | English |
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Article number | 340 |
Number of pages | 9 |
Journal | Catalysts |
Volume | 10 |
Issue number | 3 |
DOIs | |
Publication status | Published - Mar 2020 |
Keywords
- Alpha-helix
- Anode
- CH-activation
- Cross-coupling
- Electrosynthesis
- Oligoarene
- Peptidomimetics
- Phenol
- Protein-protein interactions
- Triflate
ASJC Scopus subject areas
- Catalysis
- Physical and Theoretical Chemistry
Fields of Expertise
- Human- & Biotechnology
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Dive into the research topics of 'Synthesis of a Bcl9 Alpha-Helix Mimetic for Inhibition of PPIs by a Combination of Electrooxidative Phenol Coupling and Pd-Catalyzed Cross Coupling'. Together they form a unique fingerprint.Projects
- 1 Finished
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FWF - Oligoarenes - Electrooxidative Synthesis of Bis- and Oligoarenes
1/12/15 → 30/11/19
Project: Research project