Journal
TETRAHEDRON LETTERS
Volume 51, Issue 18, Pages 2423-2426Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.02.137
Keywords
Oxacalixarenes; Porphyrinoids; Fullerenes; Supramolecular receptors
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Funding
- FWO (Fund for Scientific Research Flanders)
- K. U. Leuven
- Ministerie voor Wetenschapsbeleid
- IWT (Institute for the Promotion of Innovation through Science and Technology in Flanders)
- Czech Science Foundation [203/09/0691]
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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 H-1 NMR titrations (K = 3.0 x 10(4) M-1), 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. (C) 2010 Elsevier Ltd. All rights reserved.
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