Phenylalanine-a biogenic ligand with flexible η6- and η6:κ1-coordination at ruthenium(ii) centres
Marziale, Alexander N.
Kiefer, Florian J.
KAUST DepartmentBiological & Organometallic Catalysis Laboratories
Chemical Science Program
KAUST Catalysis Center (KCC)
Physical Sciences and Engineering (PSE) Division
KAUST Grant NumberFIC/2010/07
Permanent link to this recordhttp://hdl.handle.net/10754/562506
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AbstractThe reaction of (S)-2,5-dihydrophenylalanine 1 with ruthenium(iii) chloride yields the μ-chloro-bridged dimeric η6-phenylalanine ethyl ester complex 3, which can be converted into the monomeric analogue, η6:κ1-phenylalanine ethyl ester complex 12, under basic conditions. Studies were carried out to determine the stability and reactivity of complexes bearing η6- and η6: κ1-chelating phenylalanine ligands under various conditions. Reaction of 3 with ethylenediamine derivatives N-p-tosylethylenediamine or 1,4-di-N-p-tosylethylenediamine results in the formation of monomeric η6:κ1-phenylalanine ethyl ester complexes 14 and 15, which could be saponified yielding complexes 16 and 17 without changing the inner coordination sphere of the metal centre. The structure of η6:κ1-phenylalanine complex 17 and an N-κ1-phenylalanine complex 13 resulting from the reaction of 3 with an excess of pyridine were confirmed by X-ray crystallography. © 2013 The Royal Society of Chemistry.
SponsorsThe authors thank Dr Andreas O. Frank for help with NMR spectra and both Prof. Dr Horst Kessler and Prof. Dr Thomas F. Fassler for helpful discussions. This work was supported by KAUST-GCR (FIC/2010/07) and the KAUST baseline fund (J. E.). We thank the Elitenetzwerk Bayern (graduate fellowship for T. R. and A. N. M.) and the IDK NanoCat for funding.
PublisherRoyal Society of Chemistry (RSC)
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