Journal
ORGANIC LETTERS
Volume 13, Issue 17, Pages 4628-4631Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol2018455
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Funding
- National Natural Science Foundation of China [20874062]
- Ministry of Education of China [20090181110047]
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The quadruply hydrogen-bonded duplexes based on an imide-urea structure preorganized by three-center hydrogen bonds were found to associate via bifurcated hydrogen bonds. (1)H NMR dilution experiments revealed the high stability of the homodimer in apolar solvent (K(dim) > 10(5) M(-1) in CDCl(3)) and enhancement of association ability due to electron-withdrawing substituent effects. The ready synthetic availability and adjustable association affinity via electronic effects may render these association units potentially applicable in constructing supramolecular architectures.
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