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Synthesis and Structural Properties of Aza[n]helicene Platinum Complexes: Control of Cis and Trans Stereochemistry. 2016
Daniele Mendola, and
Nidal Saleh, and
Nora Hellou, and
Nicolas Vanthuyne, and
Christian Roussel, and
Loïc Toupet, and
Franca Castiglione, and
Federica Melone, and
Tullio Caronna, and
Francesca Fontana, and
Javier Martí-Rujas, and
Emilio Parisini, and
Luciana Malpezzi, and
Andrea Mele, and
Jeanne Crassous
Sciences Chimiques de Rennes, UMR 6226, and Institut de Physique de Rennes, UMR 6251, CNRS, Université de Rennes 1, Campus de Beaulieu , 35042 Rennes Cedex, France.
The synthesis and structural characterization of azahelicene platinum complexes obtained from cis-PtCl2(NCEt)(PPh3) and from ligands that differ in terms of both the position of the nitrogen atom and the number of fused rings are reported. These square-planar complexes of the general formula PtCl2(nHm)(PPh3) (n = 4, 5; m = 5, 6) display mainly a cis configuration. However, by X-ray crystallographic analysis, we show that for both PtCl2(4H6)(PPh3) and PtCl2(5H6)(PPh3) there is chirality control of the cis/trans stereochemistry. Indeed, starting from a racemic mixture of aza[6]helicene, platinum complexes with a cis configuration are invariably obtained, and the more thermodynamically stable trans isomers are formed when using enantiopure ligands. We further corroborated these results by NMR analysis in solution.
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