Addition of a Stable Dialkylsilylene to Carbon-Carbon Unsaturated Bonds

Addition of a Stable Dialkylsilylene to Carbon-Carbon Unsaturated Bonds
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DOI:
10.1002/hc.20705
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发表时间:
2011-01-01
影响因子:
0.3
通讯作者:
Kira, Mitsuo
Kira, Mitsuo
中科院分区:
化学4区
文献类型:
--
作者:
Ishida, Shintaro;Iwamoto, Takeaki;Kira, Mitsuo

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一种可分离的二烷基亚硅基,2,2,5,5-四(三甲基硅基)硅杂环戊烷-1,1-二基(1)与乙烯、(Z)-2-丁烯、乙炔、双(三甲基硅基)乙炔和2,3-二甲基丁二烯在室温下反应,得到相应的可分离的硅杂环化合物。由于大的空间位阻,1与(E)-2-丁烯的反应得到复杂的混合物,表明没有形成相应的硅烷。1与2,3-二甲基丁二烯反应得到相应的[1 + 4]环加合物,而没有[1 + 2]环加合物的污染。用X射线晶体学方法分析了1与乙烯和乙炔反应生成的稳定的C-未取代的硅烷和硅烯。(C)2011 Wiley Periodicals,Inc. Heteroatom Chem 22:432-437,2011;在wileyonlinelibrary.com在线查看这篇文章。DOI 10.1002/hc.20705
The reactions of an isolable dialkylsilylene, 2,2,5,5-tetrakis(trimethylsilyl)silacyclopentan-1,1-diyl (1) with ethylene, (Z)-2-butene, acetylene, bis(trimethylsilyl)acetylene, and 2,3-dimethylbutadiene at room temperature gave the corresponding silacycles as isolable compounds. Because of the large steric hindrance, the reaction of 1 with (E)-2-butene gave a complex mixture, indicating no formation of the corresponding silirane. The reaction of 1 with 2,3-dimethylbutadiene afforded the corresponding [1 + 4] cycloadduct without contamination of the [1 + 2] cycloadduct. Stable C-unsubstituted silirane and silirene produced by the reactions of 1 with ethylene and acetylene were analyzed by X-ray crystallography. (C) 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:432-437, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20705