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Conformational Mobility of Substituted 2-Methoxychalcones under the Action of Lanthanide Shift Reagents

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Abstract

Various lanthanide shift reagents Ln(fod)3 were found to affect the conformational composition of 2-methoxychalcones. Coordination of Yb(fod)3 occurs mainly at the carbonyl oxygen atom of the substrate, while Eu(fod)3 and shift reagents derived from other lanthanides coordinate substituted chalcones as bidentate ligands, giving rise to a secondary tetrachelate with the corresponding change of conformation of the substrate molecule. The possibility for chelation is determined by steric hindrances in the vicinity of the substrate coordination centers and concurrent coordination of other electron-donor groups present in the substrate molecule.

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Authors and Affiliations

  1. Taras Shevchenko Kiev National University, ul. Vladimirskaya 64, Kiev, 01033, Ukraine

    A. V. Turov, S. P. Bondarenko, A. A. Tkachuk & V. P. Khilya

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  1. A. V. Turov
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  2. S. P. Bondarenko
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  3. A. A. Tkachuk
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  4. V. P. Khilya
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__________

Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 1, 2005, pp. 51–56.

Original Russian Text Copyright © 2005 by Turov, Bondarenko, Tkachuk, Khilya.

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Turov, A.V., Bondarenko, S.P., Tkachuk, A.A. et al. Conformational Mobility of Substituted 2-Methoxychalcones under the Action of Lanthanide Shift Reagents. Russ J Org Chem 41, 47–53 (2005). https://doi.org/10.1007/s11178-005-0118-x

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  • DOI: https://doi.org/10.1007/s11178-005-0118-x

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