@article{Lorbach2010-12-17Impro-39155,
  year={2010},
  doi={10.1002/adsc.201000560},
  title={Improved Synthesis of 1,2-Bis(trimethylsilyl)benzenes using Rieke-Magnesium or the Entrainment Method},
  number={18},
  volume={352},
  issn={1615-4150},
  journal={Advanced Synthesis & Catalysis},
  pages={3443--3449},
  author={Lorbach, Andreas and Reus, Christian and Bolte, Michael and Lerner, Hans-Wolfram and Wagner, Matthias}
}

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    <dc:language>eng</dc:language>
    <dcterms:title>Improved Synthesis of 1,2-Bis(trimethylsilyl)benzenes using Rieke-Magnesium or the Entrainment Method</dcterms:title>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2017-06-07T09:52:46Z</dcterms:available>
    <dc:creator>Reus, Christian</dc:creator>
    <dc:contributor>Lerner, Hans-Wolfram</dc:contributor>
    <dc:creator>Bolte, Michael</dc:creator>
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    <dc:contributor>Lorbach, Andreas</dc:contributor>
    <dc:creator>Wagner, Matthias</dc:creator>
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    <dcterms:issued>2010-12-17</dcterms:issued>
    <dc:contributor>Reus, Christian</dc:contributor>
    <dc:creator>Lerner, Hans-Wolfram</dc:creator>
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    <dcterms:abstract xml:lang="eng">1,2-Bis(trimethylsilyl)benzene is the key starting material for the synthesis of efficient benzyne precursors and certain luminescent π-conjugated materials. We now report that it can be conveniently prepared in tetrahydrofuran from 1,2-dibromobenzene, chlorotrimethylsilane, and either Rieke-magnesium (Mg&lt;sup&gt;R&lt;/sup&gt;) or magnesium turnings in the presence of 1,2-dibromoethane as an entrainer (Mg&lt;sup&gt;e&lt;/sup&gt;). The most important advantages of these new protocols over the currently best-established procedure (1,2-dichlorobenzene, chlorotrimethylsilane, magnesium turnings, hexamethylphosphoramide) lie in the milder reaction conditions (Mg&lt;sup&gt;R&lt;/sup&gt;: 0 °C, 2 h; Mg&lt;sup&gt;e&lt;/sup&gt;: room temperature, 30 min vs. 100 °C, 2 days) and in the fact that the cancerogenic solvent hexamethylphosphoramide is avoided. Moreover, the improved protocols are also applicable for the high-yield synthesis of 1,2,4,5-tetrakis(trimethylsilyl)benzene, 4-fluoro-1,2-bis(trimethylsilyl)benzene, 4-chloro-1,2-bis(trimethylsilyl)benzene, and 4,5-dichloro-1,2-bis(trimethylsilyl)benzene.</dcterms:abstract>
    <dc:contributor>Wagner, Matthias</dc:contributor>
    <dc:creator>Lorbach, Andreas</dc:creator>
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    <dc:contributor>Bolte, Michael</dc:contributor>
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