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Structural sources of chiral discrimination in diastereoisomeric Ru(II) complexes of aromatic aminoacids and diimines
Authors:Paul Emseis  Peter A. Williams  Ray J. Butcher
Affiliation:a BCRI Parramatta Campus, School of Science, Food and Horticulture, University of Western Sydney, Locked Bag 1797, Penrith South DC, NSW 1797, Australia
b Department of Chemistry, Howard University, Washington, DC 20059, USA
Abstract:The single-crystal structure of a previously reported Ru(II) complex salt, Δ-[Ru(bpy)2(S-tyr)]ClO4 · benzene (bpy = 2,2′-bipyridyl; tyr = tyrosinato) has been refined in its correct setting. The salt contains the cation that is thermodynamically unstable in aqueous solution at 298 K with respect to the Λ diastereoisomer. Its stability in the solid state is ascribed to the influence of intramolecular NH-π and CH-π interactions involving the aromatic ring of the aminoacidate with the amine group and a pyridyl ring of one of the diimine ligands. The benzene of crystallization is involved with similar CH-π, π-π and π-facial interactions with the bpy and tyrosinato ligands, and this too may serve to stabilize the particular diastereoisomer in the lattice.
Keywords:Ruthenium(II)   Aromatic aminoacidate   Chiral discrimination   NH-π interaction   CH-π interaction   π-π interaction
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