Oligogermanes Containing Only Electron-Withdrawing Substituents: Synthesis and Properties

Kevin Lam Georges

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

A series of germanes Ar3GeX, containing electron-withdrawing substituents [Ar = p-FC6H4, 1a–d, 1a (X = Cl), 1b (X = Br), 1c (X = H), 1d (X = NMe2); p-F3CC6H4, 2a–d, 2a (X = Cl), 2b (X = Br), 2c (X = H), 2d (X = NMe2)], was synthesized and used to prepare symmetrical digermanes Ar3Ge–GeAr3, (p-FC6H4)3GeGe(C6H4F-p)3 (3), and (p-F3CC6H4)3GeGe(C6H4CF3-p)3 (4) and trigermane [(p-F3CC6H4)3Ge]2Ge(C6F5)2 (5) by hydrogermolysis reaction. The properties of all compounds were investigated by multinuclear NMR and for oligogermanes by UV/vis and fluorescence spectroscopy, as well as by electrochemical methods. In addition, the molecular structures of 1a, 1b, 2b, 2c, and 3–5 were studied by X-ray diffraction analysis. Compound 5 showed a significantly shifted UV/visible absorption to the red field in comparison with previously described derivatives.
Original languageEnglish
Pages (from-to)298-309
JournalOrganometallics
Volume36
Issue number2
Publication statusPublished - Dec 22 2016

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Fluorescence spectroscopy
Ultraviolet spectroscopy
X ray diffraction analysis
Molecular structure
molecular structure
Nuclear magnetic resonance
Derivatives
fluorescence
nuclear magnetic resonance
Electrons
synthesis
diffraction
spectroscopy
electrons
x rays

Cite this

Oligogermanes Containing Only Electron-Withdrawing Substituents: Synthesis and Properties. / Lam Georges, Kevin.

In: Organometallics, Vol. 36, No. 2, 22.12.2016, p. 298-309.

Research output: Contribution to journalArticle

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title = "Oligogermanes Containing Only Electron-Withdrawing Substituents: Synthesis and Properties",
abstract = "A series of germanes Ar3GeX, containing electron-withdrawing substituents [Ar = p-FC6H4, 1a–d, 1a (X = Cl), 1b (X = Br), 1c (X = H), 1d (X = NMe2); p-F3CC6H4, 2a–d, 2a (X = Cl), 2b (X = Br), 2c (X = H), 2d (X = NMe2)], was synthesized and used to prepare symmetrical digermanes Ar3Ge–GeAr3, (p-FC6H4)3GeGe(C6H4F-p)3 (3), and (p-F3CC6H4)3GeGe(C6H4CF3-p)3 (4) and trigermane [(p-F3CC6H4)3Ge]2Ge(C6F5)2 (5) by hydrogermolysis reaction. The properties of all compounds were investigated by multinuclear NMR and for oligogermanes by UV/vis and fluorescence spectroscopy, as well as by electrochemical methods. In addition, the molecular structures of 1a, 1b, 2b, 2c, and 3–5 were studied by X-ray diffraction analysis. Compound 5 showed a significantly shifted UV/visible absorption to the red field in comparison with previously described derivatives.",
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N2 - A series of germanes Ar3GeX, containing electron-withdrawing substituents [Ar = p-FC6H4, 1a–d, 1a (X = Cl), 1b (X = Br), 1c (X = H), 1d (X = NMe2); p-F3CC6H4, 2a–d, 2a (X = Cl), 2b (X = Br), 2c (X = H), 2d (X = NMe2)], was synthesized and used to prepare symmetrical digermanes Ar3Ge–GeAr3, (p-FC6H4)3GeGe(C6H4F-p)3 (3), and (p-F3CC6H4)3GeGe(C6H4CF3-p)3 (4) and trigermane [(p-F3CC6H4)3Ge]2Ge(C6F5)2 (5) by hydrogermolysis reaction. The properties of all compounds were investigated by multinuclear NMR and for oligogermanes by UV/vis and fluorescence spectroscopy, as well as by electrochemical methods. In addition, the molecular structures of 1a, 1b, 2b, 2c, and 3–5 were studied by X-ray diffraction analysis. Compound 5 showed a significantly shifted UV/visible absorption to the red field in comparison with previously described derivatives.

AB - A series of germanes Ar3GeX, containing electron-withdrawing substituents [Ar = p-FC6H4, 1a–d, 1a (X = Cl), 1b (X = Br), 1c (X = H), 1d (X = NMe2); p-F3CC6H4, 2a–d, 2a (X = Cl), 2b (X = Br), 2c (X = H), 2d (X = NMe2)], was synthesized and used to prepare symmetrical digermanes Ar3Ge–GeAr3, (p-FC6H4)3GeGe(C6H4F-p)3 (3), and (p-F3CC6H4)3GeGe(C6H4CF3-p)3 (4) and trigermane [(p-F3CC6H4)3Ge]2Ge(C6F5)2 (5) by hydrogermolysis reaction. The properties of all compounds were investigated by multinuclear NMR and for oligogermanes by UV/vis and fluorescence spectroscopy, as well as by electrochemical methods. In addition, the molecular structures of 1a, 1b, 2b, 2c, and 3–5 were studied by X-ray diffraction analysis. Compound 5 showed a significantly shifted UV/visible absorption to the red field in comparison with previously described derivatives.

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