Stereoselective synthesis of chiral pinene[5,6]bipyridine ligands and their coordination chemistry |
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Authors: | Lötscher D Rupprecht S Collomb P Belser P Viebrock H von Zelewsky A Burger P |
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Institution: | Department of Chemistry, University of Fribourg, Pérolles, CH-1700 Fribourg, Switzerland. |
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Abstract: | The C(2)-symmetric chiral pinene5,6]bipyridine V (Chart 1) was synthesized according to a procedure published by our group recently (Kolp, B.; Abeln, D.; Stoeckli-Evans, H.; Zelewsky, A. v. Eur. J. Inorg. Chem. 2001, 1207). A series of stereoselectively alkylated derivatives (Va-Vo) (Table 1) was prepared. The solid-state structures of the compounds Vc and Vk were determined by single-crystal X-ray diffraction, where both compounds show a transoid conformation of the bipyridine unit and proved to be alkylated stereoselectively from the sterically less hindered side of the pinene moiety. The X-ray structure of the cobalt complex 4 shows the metal ion to be tetrahedrally coordinated by one chiral bipyridine V and two chloride ligands. If 2 equiv of ligand V was used, 2:1 complexes were obtained with Cu(I), Ag(I), and Co(II) ions. |
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