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Issue 27, 2012
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Equipping metallo-supramolecular macrocycles with functional groups: assemblies of pyridine-substituted urea ligands

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Abstract

A series of di-(m-pyridyl)-urea ligands were prepared and characterized with respect to their conformations by NOESY experiments and crystallography. Methyl substitution in different positions of the pyridine rings provides control over the position of the pyridine N atoms relative to the urea carbonyl group. The ligands were used to self-assemble metallo-supramolecular M2L2 and M3L3 macrocycles which are generated in a finely balanced equilibrium in DMSO and DMF according to DOSY NMR experiments and ESI FTICR mass spectrometry. Again, crystallography was used to characterize the assemblies. Methyl substitution in positions next to the pyridine nitrogen prevents coordination, while the other ligands form small metallo-supramolecular macrocycles. The incorporated urea carbonyl groups provide hydrogen bonding sites which converge towards the center of the assemblies.

Graphical abstract: Equipping metallo-supramolecular macrocycles with functional groups: assemblies of pyridine-substituted urea ligands

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Supplementary files

Article information


Submitted
25 Jan 2012
Accepted
01 May 2012
First published
01 May 2012

Dalton Trans., 2012,41, 8410-8420
Article type
Paper

Equipping metallo-supramolecular macrocycles with functional groups: assemblies of pyridine-substituted urea ligands

R. W. Troff, R. Hovorka, T. Weilandt, A. Lützen, M. Cetina, M. Nieger, D. Lentz, K. Rissanen and C. A. Schalley, Dalton Trans., 2012, 41, 8410
DOI: 10.1039/C2DT30190C

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