期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 32, 页码 10437-10442出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b07069
关键词
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资金
- EPSRC
- EPSRC [EP/H021620/2] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/H021620/2] Funding Source: researchfish
We report on the assembly of 2,6-pyridinedicarboxamide ligands (1) with point chirality about lanthanide metal ion (Ln(3+)) templates, in which the helical chirality of the resulting entwined 3:1 ligand:metal complexes is covalently captured by ring-closing olefin metathesis to form topologically chiral molecular trefoil knots of single handedness. The ligands do not self-sort (racemic ligands form a near-statistical mixture of homoleptic and heteroleptic lanthanide complexes), but the use of only (R,R)-1 leads solely to a trefoil knot of Lambda-handedness, whereas (S,S)-1 forms the Delta-trefoil knot with complete stereoselectivity. The knots and their isomeric unknot macrocydes were characterized by NMR spectroscopy, mass spectrometry, and X-ray crystallography and the expression of the chirality that results from the topology of the knots studied by circular dichroism.
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