Embracing C(60) with multiarmed geodesic partners.
1,3,5,7,9-Pentakis(4-methoxyphenylthio)corannulene (3), 1,3,5,7,9-pentakis(2-naphthylthio)corannulene (4), and 1,3,6,8-tetrakis(4-methoxyphenylthio)corannulene (5b) have been synthesized by chlorination of corannulene with ICl in CH(2)Cl(2) at 25 degrees C and subsequent nucleophilic aromatic substitution with the appropriate sodium thiophenolate in DMEU at 25 degrees C. (1)H NMR titration studies demonstrate that these novel bowl-shaped hosts form 1:1 complexes with C(60) in toluene-d(8) solution with association constants of 454, 368, and 280 M(-1), respectively.
Mizyed
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Department of Chemistry, Memorial University of Newfoundland, St. John's, Newfoundland, Canada A1B 3X7.
Georghiou
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Bancu
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Cuadra
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B
Rai
A K
AK
Cheng
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Scott
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LT