A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand

Glaser T, Liratzisa I, Fröhlich R (2005)
Dalton Transactions (17): 2892-2898.

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Abstract
A facile synthesis of 2-formyl-1,8-naphthalenediol is reported. Its potential as a general precursor for the preparation of unsymmetrical multidentate chelating ligand systems based on 1,8-naphthalenediol is demonstrated by the synthesis of the dinucleating ligand L4- (H4L = N, N'-bis(2-(1,8-naphthalenediol) methylidene) propylenediamine). Reaction of H4L with copper acetate results in the formation of the unsymmetrical dinuclear Cu-II complex [LCu2] (3), which has been structurally characterized by single-crystal X-ray diffraction. One Cu-II ion is coordinated by a N2O2 compartment of L4- and the other Cu-II ion is coordinated by an O-4 compartment of L4- while they are bridged by two aryloxide functions of L4-. A dimerization of two molecules of 3 to a tetranuclear entity 32 occurs through formation of weak apical Cu-O interactions. Analysis of the temperature dependent magnetic susceptibility measurements (2-290 K) established a strong intradimer exchange coupling J(12) = -371 cm(-1). This strong superexchange interaction fits nicely in a magneto-structural correlation which has been established for dinuclear bis(phenoxide)-bridged Cu-II complexes demonstrating the electronic equivalence of the aryloxides of a phenol and 1,8-naphthalenediol.
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Glaser T, Liratzisa I, Fröhlich R. A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand. Dalton Transactions. 2005;(17):2892-2898.
Glaser, T., Liratzisa, I., & Fröhlich, R. (2005). A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand. Dalton Transactions(17), 2892-2898.
Glaser, T., Liratzisa, I., and Fröhlich, R. (2005). A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand. Dalton Transactions, 2892-2898.
Glaser, T., Liratzisa, I., & Fröhlich, R., 2005. A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand. Dalton Transactions, (17), p 2892-2898.
T. Glaser, I. Liratzisa, and R. Fröhlich, “A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand”, Dalton Transactions, 2005, pp. 2892-2898.
Glaser, T., Liratzisa, I., Fröhlich, R.: A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand. Dalton Transactions. 2892-2898 (2005).
Glaser, Thorsten, Liratzisa, I, and Fröhlich, R. “A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand”. Dalton Transactions 17 (2005): 2892-2898.
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Direct influence of hydrogen-bonding on the reduction potential of a CuII center.
Glaser T, Liratzis I, Kataeva O, Frohlich R, Piacenza M, Grimme S., Chem. Commun. (Camb.) (9), 2006
PMID: 16491197

51 References

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Fenton, Chem. Ber. 130(), 1997

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