Corannulene ethers via Ullmann condensation.
Penta-aryloxycorannulene derivatives, which were previously considered difficult synthetic targets, are efficiently achieved via the Cu(I)-catalyzed Ullmann condensation reaction between 1,3,5,7,9-pentachlorocorannulene and a broad variety of substituted phenols. The reaction proceeds under air and mild conditions that are compatible even with 4-bromophenol. These findings open new avenues for easy preparation of other symmetrically substituted pentagonal building blocks that can be used for the preparation of new materials and new supramolecular architectures.
Gershoni-Poranne
Renana
R
Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa 32000, Israel.
Pappo
Doron
D
Solel
Ephrath
E
Keinan
Ehud
E
D002384:Catalysis; D003300:Copper / Q000737:chemistry; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D004987:Ethers; D011084:Polycyclic Aromatic Hydrocarbons; C434863:corannulene; D003300:Copper