| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1322858 | Journal of Organometallic Chemistry | 2009 | 6 Pages |
Four differently substituted mixed ligand sandwich complexes CpRu(p-BrC6H4)Tp (3), CpRu(p-BrC6H4)TpMe (4), Cp∗Ru(p-BrC6H4)Tp (5), CpiPrRu(p-BrC6H4)Tp (6), incorporating cyclopentadienyl (Cp) and functionalized tris(pyrazolyl)borate (Tp) ligands, have been synthesized and characterized. Air-stable 6 has been converted to benzoic acid-functionalized CpiPrRu(p-(CO2H)C6H4)Tp (7), which has been structurally characterized in the solid state by X-ray diffraction. Compound 7 may be readily coupled to biomolecules as exemplified by the coupling to phenylalanine-methylester to give CpiPrRu(p-(CO-Phe-OMe)C6H4Tp) (8). In a solid phase peptide synthesis (SPPS), 7 has been coupled to the pentapeptide Enkephalin, to provide CpiPrRu(p-(CO-Tyr-Gly-Gly-Phe-Leu-OH)C6H4Tp) (9) as the first example of a mixed ligand sandwich ruthenium bioconjugate.
Graphical abstractFour mixed ligand sandwich ruthenium complexes with various cyclopentadienyl and tris(pyrazoyl)borate ligands have been synthesized and characterized. CpiPrRu(p-BrC6H4)Tp has been converted to a complex with a benzoic acid-functionalized-Tp ligand, CpiPrRu(p-(CO2H)C6H4)Tp, which has been structurally characterized by X-ray diffraction and further has been shown to undergo coupling to biomolecules both in solution and in solid phase peptide synthesis, providing amino acid and peptide bioconjugates.Figure optionsDownload full-size imageDownload as PowerPoint slide
