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Issue 27, 2017
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Reaction of the thermo-labile triazenide Na[tBu3SiNNNSiMe3] with CO2: formation of the imido carbonate (tBu3SiO)(Me3SiO)C[double bond, length as m-dash]N-SitBu3 and carbamine acid (tBu3SiO)CONH2

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Abstract

The thermo-labile triazenide Na[tBu3SiNNNSiMe3] was prepared by the reaction of Me3SiN3 with Na(thf)2[SitBu3] in pentane at −78 °C. Treatment of Na[tBu3SiNNNSiMe3] with an excess of carbon dioxide in pentane at −78 °C yielded the imido carbonate (tBu3SiO)(Me3SiO)C[double bond, length as m-dash]N-SitBu3 and the carbamine acid (tBu3SiO)CONH2 along with other products. From the reaction solution we could isolate the imido carbonate (tBu3SiO)(Me3SiO)C[double bond, length as m-dash]N-SitBu3 and carbamine acid (tBu3SiO)CONH2. At first single crystals of the carbamine acid (tBu3SiO)CONH2 (triclinic, space group P[1 with combining macron]) were grown from this solution at room temperature. A second crop of crystals were obtained by concentrating the solution. The second charge consisted of the imido carbonate (tBu3SiO)(Me3SiO)C[double bond, length as m-dash]N-SitBu3 (monoclinic, space group P21/n).

Graphical abstract: Reaction of the thermo-labile triazenide Na[tBu3SiNNNSiMe3] with CO2: formation of the imido carbonate (tBu3SiO)(Me3SiO)C [[double bond, length as m-dash]] N-SitBu3 and carbamine acid (tBu3SiO)CONH2

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Publication details

The article was received on 16 Jan 2017, accepted on 21 Feb 2017 and first published on 21 Feb 2017


Article type: Paper
DOI: 10.1039/C7DT00173H
Citation: Dalton Trans., 2017,46, 8769-8773
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    Reaction of the thermo-labile triazenide Na[tBu3SiNNNSiMe3] with CO2: formation of the imido carbonate (tBu3SiO)(Me3SiO)C[double bond, length as m-dash]N-SitBu3 and carbamine acid (tBu3SiO)CONH2

    H.-W. Lerner, M. Bolte and M. Wagner, Dalton Trans., 2017, 46, 8769
    DOI: 10.1039/C7DT00173H

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