Towards peptide-substituted titanocene anticancer drugs

Autor: Anthony Deally, Helge Müller-Bunz, Nils Metzler-Nolte, Matthias Tacke, Denise Wallis, Johannes Zagermann
Rok vydání: 2011
Předmět:
Zdroj: Polyhedron. 30:2387-2390
ISSN: 0277-5387
DOI: 10.1016/j.poly.2011.05.036
Popis: An alkyne-substituted fulvene was transformed via hydridolithiation followed by transmetallation with titanium tetrachloride into bis-[p-(prop-2-ynyloxy)-benzyl-cyclopentadienyl] titanium(IV) dichloride. Single crystals of this titanocene derivative could be obtained and the structure determined by X-ray diffraction. It showed that this compound crystallises in the space group C2/c with four molecules in the monoclinic cell. The alkyne-substituted titanocene dichloride derivative was then subject to a copper-catalysed azide–alkyne cycloaddition with its azide-functionalised methylester-protected phenylalanine reaction partner in order to form a linking triazole. This reaction was performed under anhydrous conditions employing a dichloromethane/acetonitrile solvent mixture with copper(I) iodide and 2,6-lutidine as the catalyst system. Under these conditions the adduct between the protein mimic and the titanocene was formed without hydrolysing the titanium dichloride moiety.
Databáze: OpenAIRE