Diamine preparation for synthesis of a water soluble Ni(II) salen complex.
A reliable and efficient synthesis of a Ni(II) salen complex useful in probing nucleic acid structure is described and illustrates a general approach for constructing cis diamines suitable for assembly into N2O2 Schiff base complexes. Two equivalents of an aryllithium reacted with 1,4-dimethylpiperazine-2,3-dione to form the symmetric alpha-dione. This material was then converted to its dioxime and reduced by TiCl4/NaBH4 to yield the meso-diamine. Condensation of the diamine and salicyladehyde, coordination of nickel and final methylation generated the desired water soluble and redox active complex.
Shearer
J M
JM
Department of Chemistry and Biochemistry, University of Maryland, College Park 20742-2021, USA.
Rokita
S E
SE
D003959:Diamines / Q000737:chemistry*; D005029:Ethylenediamines / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009532:Nickel / Q000737:chemistry*; D012995:Solubility; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry
D003959:Diamines; D005029:Ethylenediamines; D014867:Water; D009532:Nickel; C011452:disalicylaldehyde ethylenediamine