(α-(dichloro(methyl)silyl)ethyl)dichloroborane-dimethyl sulfide | 214636-62-1

• 英文名称: (α-(dichloro(methyl)silyl)ethyl)dichloroborane-dimethyl sulfide
• 英文别名: [(α-dichloromethylsilyl)ethyl]dichloroborane-dimethylsulfide
• CAS: 214636-62-1
• 化学式: C₅H₁₃BCl₄SSi
• 分子量: 285.933
• InChiKey: GBBYOVLDBMFRJD-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  (α-(dichloro(methyl)silyl)ethyl)dichloroborane-dimethyl sulfide 、 六甲基二硅氮烷 以98%的产率得到tris[(alpha.-dichloromethylsilyl)ethyl]borazine
  参考文献：
  名称：

  Synthesis of silyl substituted organoboranes by hydroboration of vinylsilanes

  摘要：

  Hydroboration reactions of dichloroborane-, monochloroborane- and borane-dimethylsulfide with dichloromethylvinylsilane and trichlorovinylsilane were investigated. The proposed structures of the produced organochlorosilylboranes 1-4 were verified by NMR spectroscopic measurements and in the case of [alpha-(dichloromethylsilyl)ethyl] dichloroborane-dimethylsulfide (4) the molecular structure was determined by single-crystal X-ray diffraction (L.M. Ruwisch, R. Riedel, U. Klingebiel, M. Noltemeyer, Z. Naturforsch., Teil B 54 (1999) 624). Following the Markovnikov rule, the first addition appears strictly regioselective in the alpha-position to silicon, producing one chiral methine group between silicon and dichloroborane in compound 4. The second addition of borane- or monochloroborane-dimethylsulfide at the vinyl groups of dichloromethylvinylsilane and trichlorovinylsilane also takes place in the alpha-position to silicon, forming a second chiral methine group. In the case of borane-dimethylsulfide the third addition occurs in the beta-position (anti-Markovnikov) owing to steric hindrance to boron in tris[( dichloromethylsilyl)ethyl]borane (1). A stepwise substitution of chlorine bonded at boron in compounds 2 and 3 using hexamethyldisilazane produces bis[alpha-(dichloromethylsilyl)ethyl]boryl-trimethylsilylamine (5) and bis[alpha-(trichlorosilyl)ethyl]boryltrimethylsilylamine (6), respectively, under release of chlorotrimethylsilane. The remaining trimethylsilylamine group in 6 can be replaced by further reaction with 3 forming tetrakis [alpha-(trichlorosilyl)ethyl]diborylamine (7). This reaction resembles a selective amino condensation at boron. In a similar condensation reaction of 4 with equivalent amounts of hexamethyldisilazane, tris [alpha-( dichloromethylsilyl)ethyl]borazine (8) can be obtained. (C) 2000 Elsevier Science Ltd All rights reserved.

  DOI：

  10.1016/s0277-5387(99)00362-9
• 作为产物：
  描述：

  甲基乙烯基二氯硅烷 、 dichloroborane methyl sulfide complex 以 二氯甲烷 为溶剂， 以93%的产率得到(α-(dichloro(methyl)silyl)ethyl)dichloroborane-dimethyl sulfide
  参考文献：
  名称：

  Ruwisch, Lutz; Riedel, Ralf; Klingebiel, Uwe, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1999, vol. 54, # 5, p. 624 - 626

  摘要：

  DOI：