Beilstein J. Org. Chem.2014,10, 1630–1637, doi:10.3762/bjoc.10.169
the synthesis of triazole-substituted titanocenes via strain-driven 1,3-dipolar cycloadditions between azide-functionalized titanocenes and cyclooctyne has been developed. It features the first synthesis of titanocenes containing azide groups. These compounds constitute ‘second-generation
’ functionalized titanocene building blocks for further synthetic elaboration. Our synthesis is modular and large numbers of the complexes can in principle be prepared in short periods of time. Some of the triazole-substituted titanocenes display high cyctotoxic activity against BJAB cells. Comparison of the most
active complexes allows the identification of structural features essential for biological activity.
Keywords: azides; click-chemistry; cycloadditions; cytotoxicity; titanocenes; Introduction
Group 4 metallocenes and derivatives of Cp2TiCl2, in particular, continue to be in the focus of contemporary
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Graphical Abstract
Scheme 1:
Modular titanocene synthesis via acylation reactions [24].