2-tert-butyl-2-trimethylsiloxy-1,1-bis(trimethylsilyl)-1-silene | 81671-49-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-tert-butyl-2-trimethylsiloxy-1,1-bis(trimethylsilyl)-1-silene
• 英文别名: 1,1-Bis(trimethylsilyl)-2-trimethylsiloxy-2-t-butyl-1-silaethylene；[1-bis(trimethylsilyl)silylidene-2,2-dimethylpropoxy]-trimethylsilane
• CAS: 81671-49-0
• 化学式: C₁₄H₃₆OSi₄
• 分子量: 332.781
• InChiKey: IDCZULGOUHKDMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-tert-butyl-2-trimethylsiloxy-1,1-bis(trimethylsilyl)-1-silene 生成 3,4-di-tert-butyl-1,1,2,2-tetrakis-trimethylsilanyl-3,4-bis-trimethylsilanyloxy-[1,2]disiletane
  参考文献：
  名称：

  BROOK, A. G.;NYBURG, S. C.;ABDESAKEN, F.;GUTEKUNST, B.;GUTEKUNST, G.;KALL+, J. AMER. CHEM. SOC., 1982, 104, N 21, 5667-5672

  摘要：

  DOI：
• 作为产物：
  描述：

  tris(trimethylsilyl)silyllithium 以 甲醇 为溶剂， 生成 2-tert-butyl-2-trimethylsiloxy-1,1-bis(trimethylsilyl)-1-silene
  参考文献：
  名称：

  Relatively stable silaethylenes. Photolysis of acylpolysilanes

  摘要：

  DOI：

  10.1021/ja00495a015

文献信息

• Probing the Mechanism of Aldehyde Addition to a Disilene and Two Silenes: Solvent Effects
  作者：Julie A. Hardwick、Kim M. Baines

  DOI：10.1021/om900673n

  日期：2010.3.8

  The effect of changing the solvent from a hydrocarbon to acetonitrile on the mechanism of the addition of aldehydes to a disilene and two silenes was investigated. The products of the reaction between Mes2Si═CH(CH2-t-Bu) and acetonitrile were characterized.

  研究了将溶剂从碳氢化合物转变为乙腈对醛加成到二甲苯和两种硅烯上的机理的影响。ME之间的反应的产物2 Si═CH（CH 2 -吨-Bu）和乙腈进行了表征。
• Relatively stable silaethylenes. Photolysis of acylpolysilanes
  作者：Adrian G. Brook、John W. Harris、John Lennon、Maher El Sheikh

  DOI：10.1021/ja00495a015

  日期：1979.1
• Stabile 1,2-silaoxetane durch umsetzung von 1,1-bis(trimethylsilyl)-2(R)-2-trimethylsiloxy-1-silaethen mit cyclopentadienonen und α-pyronen
  作者：Gottfried Märkl、Michael Horn

  DOI：10.1016/s0040-4039(00)81686-x

  日期：——
• Addition of Cyclopropyl Alkynes to a Brook Silene:  Definitive Evidence for a Biradical Intermediate
  作者：Kaarina K. Milnes、Michael C. Jennings、Kim M. Baines

  DOI：10.1021/ja057596g

  日期：2006.2.1

  The addition of three newly developed mechanistic probes, (trans-2-phenylcyclopropyl)ethyne, (trans, trans-2-methoxy-3-phenylcyclopropyl)ethyne, and (trans, trans-2-methoxy-1 -methyl-3-phenylcyclopropyl)ethyne, 1a-c, to a Brook silene, 2-tert-butyl-2-trimethylsiloxy-1,1-bis(trimethylsilyi)-1-silene, 10, was examined. When alkyne 1a was added to silene 10 products derived from a formal ene reaction were obtained. When alkynes 1b-c were added to silene 10, in addition to the typical silacyclobutenes, a variety of silacycloheptenes were obtained in which the cyclopropyl ring had clearly opened. Formal ene-addition products were also produced from the addition of 1b to 10. Based on the relative positions of the phenyl and methoxy substituents within the seven-membered ring of the silacyclohelptenes and the known behavior of the alkyne probes under both radical and ionic conditions, it was concluded that a biradical intermediate was formed during the addition of alkynes 1b-c to silene 10. In the addition of alkynes 1a-b to silene 10, the ene products are most likely formed by a competitive pericyclic reaction. We also present a straightforward method for the unambiguous determination of the regiochemistry of silacyclobutenes derived from the cycloaddition of terminal alkynes to silenes.
• Addition of Nitriles to Two Brook Silenes
  作者：Julie A. Hardwick、Kim M. Baines

  DOI：10.1021/om200182q

  日期：2011.5.23

  The addition of acetonitrile and propionitrile to two Brook silenes, (Me3Si)(2)Si=C(OSiMe3)R where R = 1-Ad and t-Bu, was examined. Products derived from addition of the alpha-CH of the nitrile across the silicon carbon double bond were identified. The reactivity of Brook silenes and naturally polarized silenes toward nitriles is compared.