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An oxacalix[2]arene[2]pyrimidine-bis(Zn-porphyrin) tweezer as a selective receptor towards fullerene C70

✍ Scribed by Wim Van Rossom; Ondrej Kundrát; Thien Huynh Ngo; Pavel Lhoták; Wim Dehaen; Wouter Maes


Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
348 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis


An oxacalix[2]arene[2]pyrimidine-bis(Zn II -porphyrin) conjugate was readily prepared via nucleophilic aromatic substitution of a phenolic AB 3 -Zn-porphyrin on the upper rim of a (1,3-alternate) 5,17-bis(methylsulfonyl)oxacalix[4]arene precursor. Efficient 1:1 complex formation between the 'jaws' bisporphyrin tweezer and fullerene C 70 was evidenced by 1 H NMR titrations (K = 3.0 Â 10 4 M À1 ), while no detectable complexation could be observed with C 60 . On the other hand, an analogous oxacalix[4]arene-bis(Cu-corrole) conjugate did not show any measurable (C 60 or C 70 ) fullerene binding.