Sala, Xavier Rodríguez, Anna M. Rodríguez, Montserrat Romero, Isabel Parella, Teodor Zelewsky, Alexander von Llobet, Antoni Benet-Buchholz, Jordi 2006-11-15 New polypyridylic chiral ligands, having either <i>C</i>₃ or lower symmetry, have been prepared via a de novo construction of the pyridine nucleus by means of Kröhnke methodology in the key step. The chiral moieties of these ligands originate from the monoterpen chiral pool, namely (-)-α-pinene ((-)-<b>14</b>, (-)-<b>15</b>) and (-)-myrtenal ((-)-<b>9</b>, (-)-<b>10</b>). Extension of the above-mentioned asymmetric synthesis procedure to the preparation of enantiopure derivatives of some commonly used polypyridylic ligands has been achieved through a new aldehyde building block ((-)-<b>16</b>). As an example, the synthesis of a chiral derivative of <i>N</i>,<i>N</i>-bis(2-pyridylmethyl)ethylamine (bpea) ligand, (-)-<b>19</b>, has been performed to illustrate the viability of the method. The coordinative ability of the ligands has been tested through the synthesis and characterization of complexes [Mn((-)-<b>19</b>)Br₂], (-)-<b>20</b>, and [RuCl((-)-<b>10</b>)(bpy)](BF₄), (-)-<b>21</b>. Some preliminary results related to the enantioselective catalytic epoxidation of styrene with the ruthenium complex are also presented. application/pdf https://folia.unifr.ch/global/documents/300647 https://folia.unifr.ch/documents/300647/files/zelewski_nsr.pdf eng info:eu-repo/semantics/altIdentifier/doi/10.1021/jo0612372 info:eu-repo/semantics/openAccess License undefined The Journal of Organic Chemistry. - 2006, vol. 71, no. 25, p. 9283 -9290 info:eu-repo/classification/udc/54 New synthetic routes toward enantiopure nitrogen donor ligands http://purl.org/coar/resource_type/c_6501