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Chiral palladium(II) and platinum(II) complexes of diaminocyclohexane: X-ray structures of (1R,2R)-(-)-1,2-diaminocyclohexane dihydrochloride and its corresponding oxalato platinum(II) complex
The nucleophilic substitution reaction of the enantiomerically pure ligand, (1R,2R)-(-)-1,2-diaminocyclohexane [DACH] (1) with cis-bis(benzonitrile)palladium(II) dichloride [(PhCN)2PdCl2] leads to the formation of the complex [(DACH)PdCl2] (2) in a high yield. The reaction of the corresponding platinum(II) complex [(PhCN)2PtCl2] with DACH, under the same reaction conditions, surprisingly, took a different course, in which nucleophilic addition to the benzonitrile ligand occurred forming an enantiomerically pure amidine complex [(PhC=NH-NH(C6H10)NH2)Pt(N?CPh)Cl]Cl (3), where the nitrogen ligand form a seven-membered chelate around the central atom. The aqua and oxalato derivatives of complex 2, [(DACH)Pd(H2O)2](NO3)2 (4) and [(DACH)Pd(C2O4)] (5) have also been prepared and characterized. The platinum analogue complex to 5, [(DACH)Pt(C2O4)] (6), was prepared starting from the enantiomerically pure isomer (1) and the platinum salt K2PtX4 (X = Cl, I). According to X-ray structural analysis carried out on the complex, the product does not consist of just the desired isomer, but a mixture of both the trans-l (trans-(-)-1R,2R) and trans-d (trans-(+)-1S,2S) isomers. No retention of optical isomerism was observed. The single crystal structural analysis was also carried out on the ligand N,N?-(1R,2R)-(-)-diaminocyclohexane dihydrochloride (DACH-2HCl)] (1a). The result indicates, however, that only the R,R-isomer exists in the free ligand.
Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Recommanded Product: (1S,2S)-Cyclohexane-1,2-diamine. In my other articles, you can also check out more blogs about 21436-03-3
Reference£º
Chiral Catalysts,
Chiral catalysts – SlideShare