Trans-1,2-Diaminocyclohexane


trans-1,2-Diaminocyclohexane is an organic compound with the formula C6H102. This diamine is a building block for C2-symmetric ligands that are useful in asymmetric catalysis.
A mixture of all three stereoisomers of 1,2-diaminocyclohexane is produced by the hydrogenation of o-phenylenediamine. It is also side product in hydrogenation of adiponitrile. The racemic trans isomer -1,2-diaminocyclohexane and can be separated into the two enantiomers using enantiomerically pure tartaric acid as the resolving agent.

Derived ligands

Representative ligands prepared from - or -1,2-diaminocyclohexane are diaminocyclohexanetetraacetic acid, Trost ligand, and the salen analogue used in the Jacobsen epoxidation.