1-lithio-3-(trimethylsilyl)propyne | 67965-43-9

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: 1-lithio-3-(trimethylsilyl)propyne
• CAS: 67965-43-9
• 化学式: C₆H₁₁LiSi
• 分子量: 118.18
• InChiKey: VYSIEHQRQLVVNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  8.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1-lithio-3-(trimethylsilyl)propyne 在 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 C₃₃H₄₀Cl₂OSi₂
  参考文献：
  名称：

  Contrasteric regioselectivity of palladium(O) catalyzed couplings of alkynes with a bis(enoltriflate). Novel syntheses of E-configurated dienediynes

  摘要：

  Two consecutive PdCl2(PPh3)2 catalYzed couPlings of the bis(enoltriflate) E-2 with two different alkynes were performed as one-pot reactions; they provided 3:1-7:1 mixtures of dienediynes E-3a'-l' and E-3a-l in 48-91 % yield. Selective syntheses of such dienediynes were achieved by Pd mediated couplings of enolnonaflate E-6 with an alkyne followed by addition of a lithium acetylide and by dehydration.

  DOI：

  10.1016/s0040-4039(00)60521-x

文献信息

• Nickel-mediated synthesis of dialkynyl and trialkynyl ethenes — demetallation reactions
  作者：Hans-Freidrich Klein、Andreas Peterman

  DOI：10.1016/s0020-1693(97)05485-6

  日期：1997.9

  Metalorganic syntheses of the title compounds starting from l-alkynes and Ni(cod)(PMe3)(2) or Ni(PM3)(4) consist of less than six steps and afford better than 50% overall yields of isolated compounds. Elimination of the metal by reductive C,C coupling in diorganonickel complexes under 1 bar CO and workup in aqueous hydrochloric acid are the key steps in the preparation af(RC=C)R'C=C(R) (C=CR) (R=SiMe3, CMe3; R'=H, CH3, C6H5, C=CH, C=CCH3, C=CCMe3, C=CSiMe3, C=CSiPh3, C=CC6H5, C=CC6H4F, C=CC6H11, C=CCH2SiMe3). Starting from 3-bromopropyne the initial C,C-coupling reaction is followed by an oxidative addition of the CH,Br function to zerovalent nickel and a second C,C coupling, which generates the tetradecadienetetrayne skeleton of (RC=C)(R)C=(RC=C)C-C=C-CH2-CH2-C=C-(RC=C)C=C(C=CR)-(R) (R=SiMe3).
• Trimethylsilylmethyl-1,4-benzoquinones. Generation and trapping of o-quinone methides
  作者：Kostas Karabelas、Harold W. Moore

  DOI：10.1021/ja00169a067

  日期：1990.6
• WANG, KUNG K.;CHU, KAI-HSUAN;LIN, YUAN;CHEN, JYUN-HUNG, TETRAHEDRON, 45,(1989) N, C. 1105-1118
  作者：WANG, KUNG K.、CHU, KAI-HSUAN、LIN, YUAN、CHEN, JYUN-HUNG

  DOI：——

  日期：——
• KARABELAS, KOSTAS;MOORE, HAROLD W., J. AMER. CHEM. SOC., 112,(1990) N3, C. 5372-5373
  作者：KARABELAS, KOSTAS、MOORE, HAROLD W.

  DOI：——

  日期：——
• MOHR P.; TAMM CH., TETRAHEDRON LETT., 28,(1987) N 4, 391-394
  作者：MOHR P.、 TAMM CH.

  DOI：——

  日期：——