Pd- and Cu-catalyzed approaches in the syntheses of new cholane aminoanthraquinone pincer-like ligands

• Nikolay V. Lukashev,
• Gennadii A. Grabovyi,
• Dmitry A. Erzunov,
• Alexey V. Kazantsev,
• Gennadij V. Latyshev,
• Alexei D. Averin and
• Irina P. Beletskaya.

Beilstein J. Org. Chem. 2017, 13, 564–570, doi:10.3762/bjoc.13.55

• arylation of aminocholanes has been described for the first time. While this Cu-catalyzed protocol provides high yields in reactions of aminocholanes with iodoarenes, Pd catalysis was found to be preferable for the reactions of aminocholanes with dichloroanthraquinones. UV–vis titration of bis(cholanylamino

• )anthraquinones with a series of cations demonstrated their high binding affinity to Cu2+, Al3+, and Cr3+. Keywords: amination; aminocholanes; bile acids; cation complexation; Cu-catalysis; diaminoanthraquinone; Pd-catalysis; Introduction Bile acids are known to ensure vital processes in vertebrate organisms

• saturated with hydroxy groups was inconvenient for the syntheses of bis(polyoxamino) derivatives by Pd-catalyzed amination [34][35]. Direct metal-catalyzed arylation of aminocholanes has not yet been employed in the synthesis of cholane-based ligands. Here, we report a new and efficient synthesis of