Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 53152-69-5, Name is (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine, name: (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine.
The chiral diamine (1R,2R)-N,N,N?,N?-tetramethylcyclohexane-1, 2-diamine [(R,R)-TMCDA, 3] has been selectively deprotonated at one of its methyl groups by a series of alkyllithium bases. Although the enantiomerically pure compound formed a trimeric structure, direct lithiation of the racemic mixture of the amine (trans-TMCDA) yielded a tetrameric compound. With 2 equiv. of the deprotonation reagent a mixed aggregate of the lithiated amine and tert-butyllithium was formed. The lithiated amine was employed as a building block for the synthesis of novel nitrogen ligands. The asymmetric 1,2-addition of alpha-lithiated (R,R)-TMCDA onto different ketones and aldehydes yielded a series of novel N,N,O ligands with different substitution patterns. Depending on the carbonyl compound used, a new stereocentre and different substituents can be introduced. The coordination behaviour of these ligands is illustrated by the formation of metal salt complexes. (R,R)-TMCDA and its racemic mixture can be directly deprotonated at its methyl group. With 2 equiv. of the deprotonation reagent a mixed aggregate 8 of the lithiated amine 7 and tBuLi was formed. By addition of alpha-lithiated (R,R)-TMCDA onto carbonyl compounds a series of novel N,N,O ligands of type 4 with different substituents and a further stereocentre are accessible.
Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.name: (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine. In my other articles, you can also check out more blogs about 53152-69-5