Application of 1436-59-5. Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 1436-59-5, Name is cis-Cyclohexane-1,2-diamine
Iridium-catalyzed condensation of amines and vicinal diols to substituted piperazines
A straightforward procedure is described for the synthesis of piperazines from amines and 1,2-diols. The heterocyclization is catalyzed by [Cp*IrCl2]2 and sodium hydrogen carbonate and can be achieved with either toluene or water as solvent. The transformation does not require any stoichiometric additives and only produces water as the byproduct. The reaction can be performed between a 1,2-diamine and a 1,2-diol or by a double condensation between a primary alkylamine and a 1,2-diol. At least one substituent is required on the piperazine ring to achieve the cyclization in good yield. The mechanism is believed to involve dehydrogenation of the 1,2-diol to the alpha-hydroxy aldehyde, which condenses with the amine to form the alpha-hydroxy imine. The latter rearranges to the corresponding alpha-amino carbonyl compound, which then reacts with another amine followed by reduction of the resulting imine. Piperazines are prepared by [Cp*IrCl 2]2-catalyzed heterocyclization of 1,2-diols with either 1,2-diamines or primary alkylamines. The reaction is performed in toluene or water and requires no stoichiometric additive. The key step in the mechanism is believed to be the isomerization of an alpha-hydroxy imine to the corresponding alpha-amino carbonyl compound. Copyright
If you are hungry for even more, make sure to check my other article about 1436-59-5. Application of 1436-59-5
Reference£º
Chiral Catalysts,
Chiral catalysts – SlideShare