Stereocontrolled self-assembly of luminescent lanthanide helicates and their enantiodifferentiation using Δ-TRISPHAT as the NMR resolving agent

2017 
Abstract Self-assembled supramolecular lanthanide constructs have great potential in luminescent bioprobes/sensors. Stereoselectivity on the lanthanide assemblies is needed to facilitate chiroptical probes and sensors. Herein we report the stereocontrolled synthesis of M 2 L 3 -type (M = metal ion, L = organic ligand) lanthanide triple-helicates using a chiral-induction strategy, where the periphery point-chirality [( R , R ) or ( S , S )] of the organic ligands was transferred into the metal centered chirality ( ΔΔ or ΛΛ ), thus leading to the formation of topological chiral ( P or M ) helicates. Moreover, commercially available Δ -TRISPHAT proved to be an effective NMR chiral resolving agent to differentiate between the two enantiomers of the helicate.
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