1-(dimethylsilyl)-1-decyne

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: 1-(dimethylsilyl)-1-decyne
• 英文别名: dimethyl(dec-1-yn-1-yl)silane；Dec-1-ynyl(dimethyl)silane；dec-1-ynyl(dimethyl)silane
• 化学式: C₁₂H₂₄Si
• 分子量: 196.408
• InChiKey: CBXRCMCECAMPTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  苯硅烷 、 1-(dimethylsilyl)-1-decyne 在 ((Me3SiC5H4)2Lu(μ-Me))2 作用下， 以 环己烷 为溶剂， 反应 24.0h， 以77%的产率得到(Z)-1-(dimethylsilyl)-1-(phenylsilyl)-1-decene
  参考文献：
  名称：

  Hydrosilylation of alkynylsilanes utilizing organolanthanide and Group 3 metallocene complexes

  摘要：

  The organolanthanide- and Group 3 metallocene-catalyzed hydrosilylation of alkynylsilanes has been found to provide (Z)-1,1-bis(silyl)alkenes. In particular, Cp-2*YMeTHF (1), [(Cp2YMe)-Y-TMS](2) (2), and [(Cp2LuMe)-Lu-TMS](2) (3) were shown to be regioselective for the hydrosilylation of various alkynylsilanes (Fig. 1). The process was evaluated for diverse substitution patterns and functional groups on the pendant alkyl chain. Silyl ethers and halogens are stable to the catalytic process, affording excellent chemo- and regioselectivities. Competition between 'aryl-directed' and 'silyl-directed' processes was observed upon hydrosilylation of (phenylethynyl)dimethylsilane. (C) 2002 Published by Elsevier Science B.V.

  DOI：

  10.1016/s0022-328x(01)01483-8
• 作为产物：
  描述：

  1-癸炔 、 二甲基一氯硅烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.75h， 以87%的产率得到1-(dimethylsilyl)-1-decyne
  参考文献：
  名称：

  Hydrosilylation of alkynylsilanes utilizing organolanthanide and Group 3 metallocene complexes

  摘要：

  The organolanthanide- and Group 3 metallocene-catalyzed hydrosilylation of alkynylsilanes has been found to provide (Z)-1,1-bis(silyl)alkenes. In particular, Cp-2*YMeTHF (1), [(Cp2YMe)-Y-TMS](2) (2), and [(Cp2LuMe)-Lu-TMS](2) (3) were shown to be regioselective for the hydrosilylation of various alkynylsilanes (Fig. 1). The process was evaluated for diverse substitution patterns and functional groups on the pendant alkyl chain. Silyl ethers and halogens are stable to the catalytic process, affording excellent chemo- and regioselectivities. Competition between 'aryl-directed' and 'silyl-directed' processes was observed upon hydrosilylation of (phenylethynyl)dimethylsilane. (C) 2002 Published by Elsevier Science B.V.

  DOI：

  10.1016/s0022-328x(01)01483-8

文献信息

• Zinc-Catalyzed Functionalization of SiH Bonds with 2-Furyl Carbenoids through Three-Component Coupling
  作者：Sergio Mata、Luis A. López、Rubén Vicente

  DOI：10.1002/chem.201501155

  日期：2015.6.15

  A three‐component coupling of alk‐2‐ynals, 1,3‐dicarbonyls and silanes is reported. ZnCl2 serves as an inexpensive and low‐toxic catalyst for the overall transformation, which involves Knoevenagel condensation, cyclization, and carbene SiH bond insertion. The process takes place with high atom economy in the absence of organic solvents and shows a broad scope. This reaction is also applicable to the

  据报道，烷基-2-醛，1,3-二羰基和硅烷三组分偶联。ZnCl 2是一种廉价且低毒的催化剂，可用于整个转化过程，涉及Knoevenagel缩合，环化和卡宾SiH键插入。该方法在没有有机溶剂的情况下以高原子经济性进行并且显示了广泛的范围。该反应也适用于低聚硅氧烷的官能化。
• Hydrosilylation of alkynylsilanes utilizing organolanthanide and Group 3 metallocene complexes
  作者：Gary A. Molander、Jan Antoinette C. Romero、Christopher P. Corrette

  DOI：10.1016/s0022-328x(01)01483-8

  日期：2002.3

  The organolanthanide- and Group 3 metallocene-catalyzed hydrosilylation of alkynylsilanes has been found to provide (Z)-1,1-bis(silyl)alkenes. In particular, Cp-2*YMeTHF (1), [(Cp2YMe)-Y-TMS](2) (2), and [(Cp2LuMe)-Lu-TMS](2) (3) were shown to be regioselective for the hydrosilylation of various alkynylsilanes (Fig. 1). The process was evaluated for diverse substitution patterns and functional groups on the pendant alkyl chain. Silyl ethers and halogens are stable to the catalytic process, affording excellent chemo- and regioselectivities. Competition between 'aryl-directed' and 'silyl-directed' processes was observed upon hydrosilylation of (phenylethynyl)dimethylsilane. (C) 2002 Published by Elsevier Science B.V.