Titanocene difluorides with improved cytotoxic activity.

Inorg Chem

Fachbereich Chemie and Konstanz Research School Chemical Biology, Universität Konstanz, Germany.

Published: February 2010

Titanocene difluorides can be obtained by halide metathesis of the respective titanocene dichlorides with trimethyltin fluoride (Me(3)SnF), giving access to a new class of cytotoxic active substances. Furthermore, an improved method for the synthesis of diaryl-substituted titanocene dichlorides is presented.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ic9022163DOI Listing

Publication Analysis

Top Keywords

titanocene difluorides
8
titanocene dichlorides
8
titanocene
4
difluorides improved
4
improved cytotoxic
4
cytotoxic activity
4
activity titanocene
4
difluorides halide
4
halide metathesis
4
metathesis respective
4

Similar Publications

Several functionalized and non-functionalized perfluoroarenes were catalytically transformed into their para-hydrodefluorinated products by using catalytic amounts of titanocene difluoride and stoichiometric amounts diphenylsilane. Turnover numbers of up to 93 were observed. Solution density functional theory calculations at the M06-2X/TZ(PCM)//M06-2X/TZ(PCM) level of theory provided insight into the mechanism of Ti -catalyzed aromatic hydrodefluorination.

View Article and Find Full Text PDF

Background: Ovarian cancer is the seventh-most common cancer amongst women and the most deadly gynecologic cancer. Cisplatin based drugs are used in first line therapy, but resistance represents a major obstacle for successful treatment. In this study, we investigated the anticancer effects and mechanism of action of three titanocene difluorides, two bearing a pendant carbohydrate moiety (α-D-ribofuranos-5-yl) on their periphery and one without any substitution.

View Article and Find Full Text PDF

Titanium-catalyzed C-F activation of fluoroalkenes.

Angew Chem Int Ed Engl

April 2010

Freie Universität Berlin, Institut für Chemie und Biochemie, Anorganische Chemie, Berlin, Germany.

Detox: air-stable titanocene difluoride efficiently catalyzes the chemoselective hydrodefluorination of fluoroalkenes at room temperature leading to hydrofluoroalkenes in high yields (see scheme: Cp=cyclopentadienyl). This is a rare example of the catalyzed conversion of fluoroalkenes into less-fluorinated compounds, which have a lower climatic impact, and is a potential method for breaking down toxic perfluoroalkenes.

View Article and Find Full Text PDF

Titanocene difluorides with improved cytotoxic activity.

Inorg Chem

February 2010

Fachbereich Chemie and Konstanz Research School Chemical Biology, Universität Konstanz, Germany.

Titanocene difluorides can be obtained by halide metathesis of the respective titanocene dichlorides with trimethyltin fluoride (Me(3)SnF), giving access to a new class of cytotoxic active substances. Furthermore, an improved method for the synthesis of diaryl-substituted titanocene dichlorides is presented.

View Article and Find Full Text PDF

A convenient method for the conversion of lactones to lactols is described. The hydrosilylation to lactols is carried out via air-stable titanocene difluoride or a titanocene diphenoxide precatalyst using inexpensive polymethylhydrosiloxane (PMHS) as the stoichiometric reductant. These procedures have been demonstrated with a variety of substrates and proceed in good to excellent yield.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!