ECHET96 Search CD [Molecules: 9] [Related articles/posters: 063 024 060 001 010 ]

Dynamic control of topological asymmetry

Jesus M. Castagnetto, James W. Canary*, Craig S. Allen, Yihan Wang
[Chem]Department of Chemistry, [NYU] New York University. Washington Square, New York, New York 10003


We recently designed and synthezised a series of pseudo-C3-symmetric complexes with Cu(II) and Zn(II) that present a propeller-like asymmetry controlled dynamically by the absolute configuration at a single carbon atom in one of the arms. Molecular modeling of the complexes indicated that of all the possible conformers, only two contribute significantly, one of them being preferred in ratios of better than 7 to 1 (depending on the substitution and the nature of the heterocyclic ligand arms). In all cases the preferred conformation orients the substituent in the a carbon anti to the rest of the ligand, so an absolute configuration of "R" will give a lambda propeller (left handed twist). This conformational behavior has been observed in the solid state and in solution by X-ray crystallography and chiroptical methods.


- An Introduction
Why are C3-symmetric complexes important?
- Modeling the complexes
How we modeled the compounds using CPK models and computational methods.
- Synthesis of the ligands
Example syntheses of the ligands.
- Physical studies on the metal-ligand complexes
Solid state and solution experiments to test our predictions.
- Discussion/Summary
The experimental data support the predictions made for the designed complexes.
- Acknowledgements
- List of abbreviations and definitions

Perspective view of the complex

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