Synthesis of the Multifunctional (Chloromethyl)silanes\nCl&lt;sub&gt;2&lt;/sub&gt;Si(CH&lt;sub&gt;2&lt;/sub&gt;Cl)&lt;sub&gt;2&lt;/sub&gt;, (MeO)&lt;sub&gt;2&lt;/sub&gt;Si(CH&lt;sub&gt;2&lt;/sub&gt;Cl)&lt;sub&gt;2&lt;/sub&gt;, RSi(CH&lt;sub&gt;2&lt;/sub&gt;Cl)&lt;sub&gt;3&lt;/sub&gt; (R =\n2,4,6-Trimethoxyphenyl), ClSi(CH&lt;sub&gt;2&lt;/sub&gt;Cl)&lt;sub&gt;3&lt;/sub&gt;, MeOSi(CH&lt;sub&gt;2&lt;/sub&gt;Cl)&lt;sub&gt;3&lt;/sub&gt;,\nSi(CH&lt;sub&gt;2&lt;/sub&gt;Cl)&lt;sub&gt;4&lt;/sub&gt;, and ClCH&lt;sub&gt;2&lt;/sub&gt;CH&lt;sub&gt;2&lt;/sub&gt;Si(CH&lt;sub&gt;2&lt;/sub&gt;Cl)&lt;sub&gt;3&lt;/sub&gt;&lt;sup&gt;§&lt;/sup&gt;

Jürgen O. Daiss (2649646); Katrin A. Barth (2704345); Christian Burschka (1724161); Patrick Hey (2704354); Rainer Ilg (2490280); Karsten Klemm (2704351); Ingo Richter (2703022); Stephan A. Wagner (2704348); Reinhold Tacke (1561765)

JOURNAL ARTICLE

Synthesis of the Multifunctional (Chloromethyl)silanes\nCl2Si(CH2Cl)2, (MeO)2Si(CH2Cl)2, RSi(CH2Cl)3 (R =\n2,4,6-Trimethoxyphenyl), ClSi(CH2Cl)3, MeOSi(CH2Cl)3,\nSi(CH2Cl)4, and ClCH2CH2Si(CH2Cl)3§

Jürgen O. Daiss (2649646)Katrin A. Barth (2704345)Christian Burschka (1724161)Patrick Hey (2704354)Rainer Ilg (2490280)Karsten Klemm (2704351)Ingo Richter (2703022)Stephan A. Wagner (2704348)Reinhold Tacke (1561765)

Year: 2016 Journal: OPAL (Open@LaTrobe) (La Trobe University) Publisher: La Trobe University

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Abstract

A series of multifunctional (chloromethyl)silanes have been synthesized: Cl2Si(CH2Cl)2\n(1), (MeO)2Si(CH2Cl)2 (2), tris(chloromethyl)(2,4,6-trimethoxyphenyl)silane (3), ClSi(CH2Cl)3 (4), MeOSi(CH2Cl)3 (5), Si(CH2Cl)4 (6), and ClCH2CH2Si(CH2Cl)3 (7). The synthesis of\nthese compounds is based on coupling reactions between (chloromethyl)lithium, generated\nin situ from bromochloromethane and n-butyllithium in tetrahydrofuran, and chlorosilanes.\nCompounds 1−7 were characterized by NMR studies (1H, 13C, 29Si) and elemental analyses,\nand 3 and 6 were additionally studied by single-crystal X-ray diffraction. Silanes with more\nthan one SiCH2Cl moiety and compounds of this type with additional Si-functional groups\nare of great interest for synthetic organosilicon chemistry.

Keywords:

Organosilicon Moiety Silanes Coupling reaction Coupling (piping)

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