Oxophily of gadolinium(III) and synthesis of dissymmetric di(Schiff bases) and dissymmetric dinuclear compounds. Crystal structure of [Cu[sub 2]L[prime](OH)](ClO[sub 4])[sub 2][center dot]H[sub 2]O with L[prime] = 2-[N-(2-pyridylethyl)formimidoyl]-6-[N-((dimethylamino)propyl)formimidoyl]phenolato

Journal Article · Wed Apr 28 00:00:00 EDT 1993 · Inorganic Chemistry; (United States)

DOI:https://doi.org/10.1021/ic00061a018· OSTI ID:6236563

Andruh, M; Kahn, O; Sainton, J ^[1]; Dromzee, Y; Jeannin, S ^[2]

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1. Universite de Paris Sud, Orsay (France)
2. Universite Pierre et Marie Curie, Paris (France)

The strong oxophilic character of the Gd(III) ion has been utilized to protect one of the carbonyl functions of 2,6-diformyl-4-methylphenol, which has allowed the quantitative synthesis of mono(Schiff bases), then dissymmetric di(Schiff bases). The synthetic process is as follows: the reaction of 2,6-diformyl-4-methylphenol with a primary amine RNH[sub 2] in the presence of Gd(III) affords a complex in which Gd(III) is coordinated to two mono(Schiff bases) through their carbonyl and phenolic oxygen atoms. The mono(Schiff base) may be isolated by precipitation of Gd(III) in the form of gadolinium(III) oxalate. The reaction of another primary amine, R[prime]NH[sub 2], on this mono(Schiff base) affords a dissymmetric di(Schiff base), from which dissymmetric dinuclear compounds can be synthesized. For example, this reaction has been carried out with RNH[sub 2] = 2-(2-aminoethyl)pyridine and R[prime]NH[sub 2] = N,N-dimethylpropylenediamine. The mono(Schiff base) 2-formyl-6-(N-(2-pyridylethyl)formimidoyl)-4-methylphenol (HL) and the di(Schiff base) 2-[N-(2-pyridylethyl)formimidoyl]-6-[N-((dimethylamino)propyl)formimidoyl]-4-methylphenol (HL[prime]) have been unambiguously characterized from their [sup 1]H NMR spectra. The copper(II) dinuclear compound [CuL[prime](OH)](ClO[sub 4])[sub 2][center dot]H[sub 2]O obtained from this di(Schiff base) has been synthesized, and its crystal structure has been solved. 36 refs., 2 figs., 5 tabs.

• OSTI ID: 6236563
• Journal Information: Inorganic Chemistry; (United States), Vol. 32:9; ISSN 0020-1669
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
COPPER COMPLEXES
CHEMICAL PREPARATION
GADOLINIUM COMPLEXES
CHEMICAL REACTIONS
SCHIFF BASES
COPPER HYDROXIDES
COPPER PERCHLORATES
CRYSTAL STRUCTURE
HYDRATES
NUCLEAR MAGNETIC RESONANCE
CHLORINE COMPOUNDS
COMPLEXES
COPPER COMPOUNDS
HALOGEN COMPOUNDS
HYDROGEN COMPOUNDS
HYDROXIDES
IMINES
MAGNETIC RESONANCE
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXYGEN COMPOUNDS
PERCHLORATES
RARE EARTH COMPLEXES
RESONANCE
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
TRANSITION ELEMENT COMPOUNDS
400201* - Chemical & Physicochemical Properties