Water-soluble adamantane-terminated dendrimers possessing a rhenium core

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Bommel van, Kjeld J.C. and Metselaar, Gerald A. and Verboom, Willem and Reinhoudt, David N. (2001) Water-soluble adamantane-terminated dendrimers possessing a rhenium core. Journal of organic chemistry, 66 (16). pp. 5405-5412. ISSN 00223263

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Abstract:A novel type of radiometal-containing dendrimer with potential radiotherapeutical applications is described. Different generations of this adamantane-terminated, Fréchet-type dendrimer (28, 29, 30), each consisting of two dendritic wedge ligands around a rhenium core, have been synthesized in organic solvent via reaction with ReO(PPh3)2Cl3. Through complexation of their adamantane groups by B-cyclodextrins (B-CDs), these dendrimers were made water soluble (9.6, 0.4, and 0.2 mM, respectively). B-CD-induced solubilization of the wedges in water allowed the complexes to be made under aqueous conditions, via reaction with rhenium gluconate. Not only does this strategy enable the facile synthesis of the radioactive analogue, the yields for these complex-formation reactions in water also turned out to be far higher than those observed for the reactions in organic solvents.
Item Type:Article
Copyright:© 2001 American Chemical Society
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Science and Technology (TNW)
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Link to this item:http://purl.utwente.nl/publications/36748
Official URL:http://dx.doi.org/10.1021/jo0102718
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Metis ID: 202969