title: Lanthanide tris(β-diketonates) as useful probes for chirality determination of biological amino alcohols in vibrational circular dichroism: ligand to ligand chirality transfer in lanthanide coordination sphere.
abstract: A series of lanthanide tris(β-diketonates) functioned as useful chirality probes in the vibrational circular dichroism (VCD) characterization of biological amino alcohols. Various chiral amino alcohols induced intense VCD signals upon ternary complexation with racemic lanthanide tris(β-diketonates). The VCD signals observed around 1500 cm(-1) (β-diketonate IR absorption region) correlated well with the stereochemistry and enantiomeric purity of the targeted amino alcohol, while the corresponding monoalcohol, monoamine, and diol substrates induced very weak VCD signals. The high-coordination number and dynamic property of the lanthanide complex offer an effective chirality VCD probing of biological substrates.
authors.affiliation: Department of Chemistry, Graduate School of Science, Osaka City University, Sugimoto, Sumiyoshi-ku, Osaka, Japan.
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Miyake
authors.forename: Keiko
authors.initials: K
authors.lastname: Terada
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Tsukube
mesh_terms: D000605:Amino Alcohols / Q000032:analysis*; D002942:Circular Dichroism / Q000379:methods; D007202:Indicators and Reagents; D007659:Ketones / Q000737:chemistry*; D028581:Lanthanoid Series Elements / Q000737:chemistry*; D008024:Ligands; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
chemical_list: D000605:Amino Alcohols; D007202:Indicators and Reagents; D007659:Ketones; D028581:Lanthanoid Series Elements; D008024:Ligands
keywords: VCD; absolute configuration; chiral amino alcohol; sensing; ternary complex