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-substitute...

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Bibliographic Details
Published inOrganic letters Vol. 11; no. 5; pp. 1063 - 1066
Main Authors Pappo, Doron, Mejuch, Tom, Reany, Ofer, Solel, Ephrath, Gurram, Mahender, Keinan, Ehud
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.03.2009
Amer Chemical Soc
Subjects
Catalysis
Chemistry
Chemistry, Organic
Dendrimers - chemical synthesis
Dendrimers - chemistry
Molecular Structure
Physical Sciences
Polycyclic Aromatic Hydrocarbons - chemistry
Science & Technology
Stereoisomerism
HALIDES
NANOPARTICLES
CATALYSIS
CROSS-COUPLING REACTIONS
CHEMISTRY
DENDRIMERS
ARYL
DERIVATIVES
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Summary: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.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol8028127