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An oxacalix[2]arene[2]pyrimidine-bis(Zn-porphyrin) tweezer as a selective receptor towards fullerene C70 |
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| Authors: | Wim Van Rossom Thien Huynh Ngo Wim Dehaen Wouter Maes |
| Affiliation: | a Molecular Design and Synthesis, Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, B-3001 Leuven, Belgium b Department of Organic Chemistry, Prague Institute of Chemical Technology, Technická 5, 166 28 Prague 6, Czech Republic c Institute for Materials Research (IMO), Research Group Organic and (Bio)Polymeric Chemistry, Hasselt University, Universitaire Campus, Agoralaan Building D, B-3590 Diepenbeek, Belgium |
| Abstract: | An oxacalix[2]arene[2]pyrimidine-bis(ZnII-porphyrin) conjugate was readily prepared via nucleophilic aromatic substitution of a phenolic AB3-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 C70 was evidenced by 1H NMR titrations (K = 3.0 × 104 M−1), while no detectable complexation could be observed with C60. On the other hand, an analogous oxacalix[4]arene-bis(Cu-corrole) conjugate did not show any measurable (C60 or C70) fullerene binding. |
| Keywords: | Oxacalixarenes Porphyrinoids Fullerenes Supramolecular receptors |
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