Tribromogermyl monochelates - Derivatives of N,N-disubstituted 2-hydroxycarboxylic amides

A. G. Shipov; S. V. Grüner; A. A. Korlyukov; E. P. Kramarova; T. P. Murasheva; S. Yu Bylikin; Vad V. Negrebetskii; F. A. Ivashchenko; D. V. Airapetyan; G. Ya Zueva; M. Yu Antipin; Yu I. Baukov

doi:10.1007/s11172-010-0159-3

Tribromogermyl monochelates - Derivatives of N,N-disubstituted 2-hydroxycarboxylic amides

A. G. Shipov, S. V. Grüner, A. A. Korlyukov, E. P. Kramarova, T. P. Murasheva, S. Yu Bylikin, Vad V. Negrebetskii, F. A. Ivashchenko, D. V. Airapetyan, G. Ya Zueva, M. Yu Antipin, Yu I. Baukov

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

Reactions of GeBr₄ with N,N-dimethyl-2- trimethylsiloxypropionamide (2a), (S)-2-trime-thylsiloxypropionpyrrolidide ((S)-2b), and N,N-dimethyl-O-(trimethylsilyl)mandelamide (2c) afforded pentacoordinated neutral (O,O)-monochelates, viz., N,N-dimethyl-2-tribromoger- myloxypropionamide (3a), (S)-2-tribromogermyloxypropionpyrrolidide ((S)-3b), and N,N-dimethyl-O-(tribromogermyl)mandelamide (3c), respectively. X-ray diffraction study was performed for tribromides 3a, (S)-3b, and 3c, as well as for the N,N-dimethylmandelamide (1c) described earlier. According to the X-ray diffraction data, the Ge atom in tribromides 3a, (S)-3b, and 3c is pentacoordinated and has trigonal bipyramidal configuration with two halogen atoms and oxygen atom of the ether group in the equatorial positions and the halogen atom and the amide oxygen atom in the axial fragment, the bonds in which are somewhat longer as compared to the analogous bonds in tetracoordinated Ge compounds.

Original language	English
Pages (from-to)	761-770
Number of pages	10
Journal	Russian Chemical Bulletin
Volume	59
Issue number	4
DOIs	https://doi.org/10.1007/s11172-010-0159-3
Publication status	Published - Apr 1 2010

Keywords

pentacoordinated germanium compounds
quantum chemical calculations
synthesis
X-ray diffraction study

ASJC Scopus subject areas

Chemistry(all)

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Shipov, A. G., Grüner, S. V., Korlyukov, A. A., Kramarova, E. P., Murasheva, T. P., Bylikin, S. Y., Negrebetskii, V. V., Ivashchenko, F. A., Airapetyan, D. V., Zueva, G. Y., Antipin, M. Y., & Baukov, Y. I. (2010). Tribromogermyl monochelates - Derivatives of N,N-disubstituted 2-hydroxycarboxylic amides. Russian Chemical Bulletin, 59(4), 761-770. https://doi.org/10.1007/s11172-010-0159-3

Tribromogermyl monochelates - Derivatives of N,N-disubstituted 2-hydroxycarboxylic amides. / Shipov, A. G.; Grüner, S. V.; Korlyukov, A. A.; Kramarova, E. P.; Murasheva, T. P.; Bylikin, S. Yu; Negrebetskii, Vad V.; Ivashchenko, F. A.; Airapetyan, D. V.; Zueva, G. Ya; Antipin, M. Yu; Baukov, Yu I.

In: Russian Chemical Bulletin, Vol. 59, No. 4, 01.04.2010, p. 761-770.

Research output: Contribution to journal › Article › peer-review

Shipov, A. G. ; Grüner, S. V. ; Korlyukov, A. A. ; Kramarova, E. P. ; Murasheva, T. P. ; Bylikin, S. Yu ; Negrebetskii, Vad V. ; Ivashchenko, F. A. ; Airapetyan, D. V. ; Zueva, G. Ya ; Antipin, M. Yu ; Baukov, Yu I. / Tribromogermyl monochelates - Derivatives of N,N-disubstituted 2-hydroxycarboxylic amides. In: Russian Chemical Bulletin. 2010 ; Vol. 59, No. 4. pp. 761-770.

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title = "Tribromogermyl monochelates - Derivatives of N,N-disubstituted 2-hydroxycarboxylic amides",

abstract = "Reactions of GeBr4 with N,N-dimethyl-2- trimethylsiloxypropionamide (2a), (S)-2-trime-thylsiloxypropionpyrrolidide ((S)-2b), and N,N-dimethyl-O-(trimethylsilyl)mandelamide (2c) afforded pentacoordinated neutral (O,O)-monochelates, viz., N,N-dimethyl-2-tribromoger- myloxypropionamide (3a), (S)-2-tribromogermyloxypropionpyrrolidide ((S)-3b), and N,N-dimethyl-O-(tribromogermyl)mandelamide (3c), respectively. X-ray diffraction study was performed for tribromides 3a, (S)-3b, and 3c, as well as for the N,N-dimethylmandelamide (1c) described earlier. According to the X-ray diffraction data, the Ge atom in tribromides 3a, (S)-3b, and 3c is pentacoordinated and has trigonal bipyramidal configuration with two halogen atoms and oxygen atom of the ether group in the equatorial positions and the halogen atom and the amide oxygen atom in the axial fragment, the bonds in which are somewhat longer as compared to the analogous bonds in tetracoordinated Ge compounds.",

keywords = "pentacoordinated germanium compounds, quantum chemical calculations, synthesis, X-ray diffraction study",

author = "Shipov, {A. G.} and Gr{\"u}ner, {S. V.} and Korlyukov, {A. A.} and Kramarova, {E. P.} and Murasheva, {T. P.} and Bylikin, {S. Yu} and Negrebetskii, {Vad V.} and Ivashchenko, {F. A.} and Airapetyan, {D. V.} and Zueva, {G. Ya} and Antipin, {M. Yu} and Baukov, {Yu I.}",

note = "Funding Information: This work was financially supported by the Russian Foundation for Basic Research (Project Nos 07 03 01067, 08 03 01071, and 09 03 00669) in the framework of ac tivity of the Scientific and Education Center of RSMU.",

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doi = "10.1007/s11172-010-0159-3",

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T1 - Tribromogermyl monochelates - Derivatives of N,N-disubstituted 2-hydroxycarboxylic amides

AU - Shipov, A. G.

AU - Grüner, S. V.

AU - Korlyukov, A. A.

AU - Kramarova, E. P.

AU - Murasheva, T. P.

AU - Bylikin, S. Yu

AU - Negrebetskii, Vad V.

AU - Ivashchenko, F. A.

AU - Airapetyan, D. V.

AU - Zueva, G. Ya

AU - Antipin, M. Yu

AU - Baukov, Yu I.

N1 - Funding Information: This work was financially supported by the Russian Foundation for Basic Research (Project Nos 07 03 01067, 08 03 01071, and 09 03 00669) in the framework of ac tivity of the Scientific and Education Center of RSMU.

PY - 2010/4/1

Y1 - 2010/4/1

N2 - Reactions of GeBr4 with N,N-dimethyl-2- trimethylsiloxypropionamide (2a), (S)-2-trime-thylsiloxypropionpyrrolidide ((S)-2b), and N,N-dimethyl-O-(trimethylsilyl)mandelamide (2c) afforded pentacoordinated neutral (O,O)-monochelates, viz., N,N-dimethyl-2-tribromoger- myloxypropionamide (3a), (S)-2-tribromogermyloxypropionpyrrolidide ((S)-3b), and N,N-dimethyl-O-(tribromogermyl)mandelamide (3c), respectively. X-ray diffraction study was performed for tribromides 3a, (S)-3b, and 3c, as well as for the N,N-dimethylmandelamide (1c) described earlier. According to the X-ray diffraction data, the Ge atom in tribromides 3a, (S)-3b, and 3c is pentacoordinated and has trigonal bipyramidal configuration with two halogen atoms and oxygen atom of the ether group in the equatorial positions and the halogen atom and the amide oxygen atom in the axial fragment, the bonds in which are somewhat longer as compared to the analogous bonds in tetracoordinated Ge compounds.

AB - Reactions of GeBr4 with N,N-dimethyl-2- trimethylsiloxypropionamide (2a), (S)-2-trime-thylsiloxypropionpyrrolidide ((S)-2b), and N,N-dimethyl-O-(trimethylsilyl)mandelamide (2c) afforded pentacoordinated neutral (O,O)-monochelates, viz., N,N-dimethyl-2-tribromoger- myloxypropionamide (3a), (S)-2-tribromogermyloxypropionpyrrolidide ((S)-3b), and N,N-dimethyl-O-(tribromogermyl)mandelamide (3c), respectively. X-ray diffraction study was performed for tribromides 3a, (S)-3b, and 3c, as well as for the N,N-dimethylmandelamide (1c) described earlier. According to the X-ray diffraction data, the Ge atom in tribromides 3a, (S)-3b, and 3c is pentacoordinated and has trigonal bipyramidal configuration with two halogen atoms and oxygen atom of the ether group in the equatorial positions and the halogen atom and the amide oxygen atom in the axial fragment, the bonds in which are somewhat longer as compared to the analogous bonds in tetracoordinated Ge compounds.

KW - pentacoordinated germanium compounds

KW - quantum chemical calculations

KW - synthesis

KW - X-ray diffraction study

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