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Addition of N-Heterocyclic Carbenes to a Ruthenium(VI) Nitrido Polyoxometalate: a New Route to Cyclic Guanidines.

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Title: Addition of N-Heterocyclic Carbenes to a Ruthenium(VI) Nitrido Polyoxometalate: a New Route to Cyclic Guanidines.
Authors: Besson, Claire1, Mirebeau, Jean-Hugues1,2, Renaudineau, Severine1, Roland, Sylvain1, Blanchard, Sebastien1, Vezin, Herve3, Courillon, Christine2, Proust, Anna1,4
Source: Inorganic Chemistry. 3/21/2011, Vol. 50 Issue 6, p2501-2506. 6p.
Subjects: Heterocyclic compounds, Carbenes, Ruthenium, Polyoxometalates, Guanidines, Supramolecular chemistry
Abstract: The scope of N-atom transfer from the electrophilic ruthenium(VI) nitrido containing polyoxometalate [PW11O39RuVIN]4- has been extended to the N-heterocyclic carbene {CH2(Mes)N}2C and the coupling product {CH2(Mes)N}2CNH2+ characterized by 1H NMR and high-resolution mass spectrometry. Because guanidines display many fields of applications ranging from biology to supramolecular chemistry, this could afford an original route to the synthesis of cyclic guanidines. This also enlarges the potential of nitrido complexes in the synthesis of heterocycles, mainly illustrated in the literature through the formation of aziridines through N-atom transfer to alkenes. In the course of the reaction, the ruthenium(III)-containing polyoxometallic intermediate [PW11O39RuIII{NC{N(Mes)CH2}2}]5- has been thoroughly characterized by continuous-wave and pulsed electron paramagnetic resonance, which nicely confirms the presence of the organic moiety on the polyoxometallic framework, Ru K-edge X-ray absorption near-edge structure, and electrochemistry. [ABSTRACT FROM AUTHOR]
Copyright of Inorganic Chemistry is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Addition of N-Heterocyclic Carbenes to a Ruthenium(VI) Nitrido Polyoxometalate: a New Route to Cyclic Guanidines.
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  Data: <searchLink fieldCode="JN" term="%22Inorganic+Chemistry%22">Inorganic Chemistry</searchLink>. 3/21/2011, Vol. 50 Issue 6, p2501-2506. 6p.
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  Data: <searchLink fieldCode="DE" term="%22Heterocyclic+compounds%22">Heterocyclic compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Carbenes%22">Carbenes</searchLink><br /><searchLink fieldCode="DE" term="%22Ruthenium%22">Ruthenium</searchLink><br /><searchLink fieldCode="DE" term="%22Polyoxometalates%22">Polyoxometalates</searchLink><br /><searchLink fieldCode="DE" term="%22Guanidines%22">Guanidines</searchLink><br /><searchLink fieldCode="DE" term="%22Supramolecular+chemistry%22">Supramolecular chemistry</searchLink>
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  Data: The scope of N-atom transfer from the electrophilic ruthenium(VI) nitrido containing polyoxometalate [PW11O39RuVIN]4- has been extended to the N-heterocyclic carbene {CH2(Mes)N}2C and the coupling product {CH2(Mes)N}2CNH2+ characterized by 1H NMR and high-resolution mass spectrometry. Because guanidines display many fields of applications ranging from biology to supramolecular chemistry, this could afford an original route to the synthesis of cyclic guanidines. This also enlarges the potential of nitrido complexes in the synthesis of heterocycles, mainly illustrated in the literature through the formation of aziridines through N-atom transfer to alkenes. In the course of the reaction, the ruthenium(III)-containing polyoxometallic intermediate [PW11O39RuIII{NC{N(Mes)CH2}2}]5- has been thoroughly characterized by continuous-wave and pulsed electron paramagnetic resonance, which nicely confirms the presence of the organic moiety on the polyoxometallic framework, Ru K-edge X-ray absorption near-edge structure, and electrochemistry. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of Inorganic Chemistry is the property of American Chemical Society and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1021/ic102307w
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        Text: English
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      – SubjectFull: Ruthenium
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      – SubjectFull: Polyoxometalates
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      – SubjectFull: Guanidines
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      – TitleFull: Addition of N-Heterocyclic Carbenes to a Ruthenium(VI) Nitrido Polyoxometalate: a New Route to Cyclic Guanidines.
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              Text: 3/21/2011
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