title: Synthesis, spectroscopic characterization, and reactivity of water-tolerant Eu3+-based precatalysts.
abstract: We report the synthesis, spectroscopic characterization, and reactivity of Eu(3+) in the presence of a new set of chiral ligands designed for the aqueous, enantioselective Mukaiyama aldol reaction. Luminescence and NMR measurements were used to characterize the coordination environments of the Eu(3+)-based precatalysts, and this data is compared with yields and stereoselectivities. In addition to structure-function relationships, we found that, in the presence of excess hexadentate ligands, Eu(3+) is coordinatively saturated, and subsequently, the reactivity of the precatalysts is reduced. These findings are helpful for the design of new ligands that bind Eu(3+) without saturating the Eu(3+) coordination sphere.
authors.affiliation: Department of Chemistry, Wayne State University , 5101 Cass Avenue, Detroit, Michigan 48202, United States.
authors.forename: Derek J
authors.initials: DJ
authors.lastname: Averill
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Allen
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D002412:Cations / Q000737:chemistry; D005063:Europium / Q000737:chemistry*; D008024:Ligands; D049449:Luminescence; D009682:Magnetic Resonance Spectroscopy; D013057:Spectrum Analysis; D014867:Water / Q000737:chemistry
chemical_list: D000447:Aldehydes; D002412:Cations; D008024:Ligands; D014867:Water; D005063:Europium; C116609:3-hydroxybutanal