Enantiomerically pure lutetium complexes were synthesized as the first rare earth metal complexes containing a chiral amidinate ligand. The catalytic activity and the enantioselectivity in hydroamination reactions were studied.
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Buoctapa-alkyl-NHS for metalloradiopeptide preparation.
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Medicinal Inorganic Chemistry Group, Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia V6T 1Z1, Canada.
The peptide is an important class of biological targeting molecule; herein, a new bifunctional octadentate non-macrocyclic H4octapa, tBu4octapa-alkyl-NHS, which is compatible with solid-phase peptide synthesis and thus useful for radiopeptide preparation, has been synthesized. To preserve denticity, the alkyl-N-hydroxylsuccinimide linker was covalently attached to the methylene-carbon on one of the acetate arms, yielding a chiral carbon center. According to density-functional theory (DFT) calculations using [Lu(octapa-alkyl-benzyl-ester)]- as a simulation model, the chirality has minimal effects on the complex geometry; regardless of the S-/R-stereochemistry, DFT calculations revealed two possible geometric isomers, distorted bicapped trigonal antiprism (DBTA) and distorted square antiprism (DSA), due to the asymmetry in the chelator.
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February 2020
Institut für Anorganische Chemie, Eberhard Karls Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany.
The reaction of 2-(6-methyl-2-pyridyl)-1,1-diphenyl-ethanol [HONCH] with Ln(AlMe) (Ln = La, Nd, Y) via a deprotonation/C-H-bond activation sequence gave complexes [ONCH]Ln(AlMe)(AlMe) (Ln = La, Nd, Y) bearing the dianionic tridentate ligand [ONCH]. In contrast, the reactions involving the smaller rare-earth metals yttrium and lutetium resulted in double C-H-bond activation and formation of [ONCH]Ln(AlMe) (Ln = Y, Lu) with the formally trianionic tridentate ligand [ONCH]. The solid-state structures of all complexes as obtained by X-ray structure analysis revealed an axial chirality which could be corroborated by low-temperature H NMR spectroscopy.
View Article and Find Full Text PDFChiral lutetium benzamidinate complexes.
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March 2011
Institute of Inorganic Chemistry, Karlsruhe Institute of Technology (KIT), Karlsruhe, Germany.
Enantiomerically pure lutetium complexes were synthesized as the first rare earth metal complexes containing a chiral amidinate ligand. The catalytic activity and the enantioselectivity in hydroamination reactions were studied.
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January 2009
Department of Chemistry, Bates College, Lewiston, Maine 04240, USA.
Diamagnetic lanthanium(III) and lutetium(III) tris beta-diketonate complexes of 3-(trifluoroacetyl)-d-camphor, 3-(heptafluorobutyryl)-d-camphor, and d,d-dicampholylmethane are shown to be effective chiral NMR shift reagents for determining the enantiomeric purity of compounds with hard Lewis base functional groups. These include substrates with amine, alcohol, epoxide, sulfoxide, and oxaxolidine moieties. Enantiomeric discrimination is observed in the (1)H NMR spectrum.
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July 2007
Research Center for Advanced Science and Technology, The University of Tokyo, 4-6-1 Komaba, Meguro, Tokyo 153-8904, Japan.
To the middle of oligonucleotide, 9-amino-2-methoxy-6-nitroacridine (pKa = 8.8) and 9-amino-6-chloro-2-methoxyacridine (pKa = 10.5) were tethered through three linkers, and the abilities of these conjugates for site-selective activation of RNA (inducing site-selective scission by Lu(III)) were compared.
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