Diverse functionalization of corannulene: easy access to pentagonal superstructure.
A variety of functionalized penta-arylcorannulene derivatives were prepared in high yields and high chemoselectivity by a cross-coupling reaction between sym-pentachlorocorannulene and substituted arylboronic acids using Fu's Pd(0) catalyst. This approach provides a general entry to penta-substituted corannulene derivatives, which are useful building blocks for various structures of high complexity, such as pentagonal dendrimers, synthetic capsids, and discotic liquid crystals. This was demonstrated here by the facile synthesis of a third generation pentagonal dendrimer.
Pappo
Doron
D
Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa 32000, Israel.
Mejuch
Tom
T
Reany
Ofer
O
Solel
Ephrath
E
Gurram
Mahender
M
Keinan
Ehud
E
D002384:Catalysis; D050091:Dendrimers / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry*; D013237:Stereoisomerism
D050091:Dendrimers; D011084:Polycyclic Aromatic Hydrocarbons; C434863:corannulene