Water-soluble adamantane-terminated dendrimers possessing a rhenium core

K.J.C. Bommel, Gerald A. Metselaar, Willem Verboom, David Reinhoudt

Research output: Contribution to journalArticleAcademicpeer-review

36 Citations (Scopus)

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.
Original languageUndefined
Pages (from-to)5405-5412
JournalJournal of organic chemistry
Volume66
Issue number16
DOIs
Publication statusPublished - 2001

Keywords

  • METIS-202969
  • IR-36748

Cite this