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(1R,2R)-N,N'-Dimethyl-cyclo-hexane-1,2-diamine
Carsten Strohmann1, Viktoria H Gessner, Alexander Damme
1Institut für Anorganische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany.
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
This study details a C(2)-symmetric molecule, C(8)H(18)N(2), crucial for synthesizing chiral ligands and metal complexes in asymmetric synthesis. Contrary to previous reports, this compound exists as a crystalline solid at room temperature.
Area of Science:
- Organic Chemistry
- Stereochemistry
- Asymmetric Synthesis
Background:
- The title compound, C(8)H(18)N(2), possesses C(2) symmetry, making it a molecule of interest.
- Its stereochemistry is key to its application in synthesizing chiral ligands and metal complexes.
- Previous literature suggested the compound is a liquid at room temperature.
Purpose of the Study:
- To characterize the physical state and stereochemistry of the title compound, C(8)H(18)N(2).
- To clarify its conformation and properties, particularly its state at room temperature.
- To confirm its utility in asymmetric synthesis through chiral ligand and metal complex preparation.
Main Methods:
- Synthesis of the title compound.
- Determination of its absolute configuration via synthesis.
- Characterization of its physical state and conformation (e.g., X-ray crystallography, NMR spectroscopy).
Main Results:
- The molecule C(8)H(18)N(2) exhibits C(2) symmetry.
- The cyclohexane ring adopts a chair conformation with equatorial amino groups.
- The compound is a crystalline solid at 293 K, contradicting prior literature.
- Absolute configuration was successfully assigned through synthesis.
Conclusions:
- The title compound is a crystalline solid at room temperature, with a defined chair conformation and C(2) symmetry.
- Its established stereochemistry and solid-state nature are vital for its application in asymmetric synthesis.
- This work corrects previous literature findings regarding the compound's physical state.
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