Cavitand Zn(II)-porphyrin capsules with high affinities for pyridines and N-methylimidazole

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Middel, Oskar and Verboom, Willem and Reinhoudt, David N. (2001) Cavitand Zn(II)-porphyrin capsules with high affinities for pyridines and N-methylimidazole. Journal of Organic Chemistry, 66 (11). pp. 3998-4005. ISSN 0022-3263

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Abstract:Covalent cavitand Zn(II)-porphyrins 17-20 were prepared via multistep syntheses. These host molecules show moderate to excellent binding affinities to N-methylimidazole and pyridine guests. The complexing behavior strongly depends on the spacer's length, number, and rigidity, in addition to the guest size. Cavitand capping and strapping of porphyrins strongly influence the complex formation and result in a 10-700-fold enhancement of the binding strength compared to tetraphenyl Zn(II)-porphyrin.
Item Type:Article
Copyright:© 2001 American Chemical Society
Link to this item:http://purl.utwente.nl/publications/36733
Official URL:http://dx.doi.org/10.1021/jo010107k
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Metis ID: 202940