(2-Trimethylsilyloxy)ethylisocyanid | 106835-97-6

• 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-Trimethylsilyloxy)ethylisocyanid
• 英文别名: 2-(trimethylsiloxy)ethyl isocyanide；(2-trimethylsiloxy)ethylisocyanide；2-Isocyanoethoxy(trimethyl)silane
• CAS: 106835-97-6
• 化学式: C₆H₁₃NOSi
• 分子量: 143.261
• InChiKey: HHUOHXRBQZBWAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  13.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三苯基硼烷 、 (2-Trimethylsilyloxy)ethylisocyanid 以 二氯甲烷 为溶剂， 以80%的产率得到(7,7-dimethyloct-2-yne-1,1,1-triyl)tribenzene
  参考文献：
  名称：

  Fehlhammer, Wolf Peter; Hoffmeister, Hans; Stolzenberg, Heribert, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1989, vol. 44, # 4, p. 419 - 428

  摘要：

  DOI：
• 作为产物：
  描述：

  环氧乙烷 、 三甲基氰硅烷 在 氰化钯(II) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以99%的产率得到(2-Trimethylsilyloxy)ethylisocyanid
  参考文献：
  名称：

  Reaction of cyanotrimethylsilane with oxiranes. Effects of catalysts or mediators on regioselectivity and ambident character

  摘要：

  DOI：

  10.1021/jo00382a008

文献信息

• Syntheses and structures of dicyanobis(oxazolidin-2-ylidene)palladium(II) and platinum(II) complexes
  作者：Ulrich Kernbach、Wolf P. Fehlhammer

  DOI：10.1016/0020-1693(95)90071-d

  日期：1995.7

  (2-Trimethylsiloxy)ethyl isocyanide reacts with Pd(CN)(2) and Pt(CN)(2) to give trans-[Pd(CN)(2)(CN(H)CH2CH2O)(2)] (1), trans-[Pt(CN)(2)(CN(H)CH2CH2O)(2)] (2) and cis-[Pt(CN)(2)(CN(H)CH2CH2O)(2)] (3), respectively. Complexes 1-3 have been characterized by crystal structure determinations. In the cis compound 3, the carbene ligands are linked by NH ... O hydrogen bonds. A measured Pt ... Pt distance of 3.2828(6) Angstrom in this crystal structure indicates a weak Pt ... Pt interaction.

  (2-三甲基硅氧基)乙基异氰化物与Pd(CN)₂和Pt(CN)₂反应，生成顺式-[Pd(CN)₂(CN(H)CH₂CH₂O)₂](1)、顺式-[Pt(CN)₂(CN(H)CH₂CH₂O)₂](2)和反式-[Pt(CN)₂(CN(H)CH₂CH₂O)₂](3)。化合物1-3已通过晶体结构测定进行表征。在反式化合物3中，羰基配体通过NH...O氢键连接。该晶体结构中测得的Pt...Pt距离为3.2828(6)Å，表明存在弱的Pt...Pt相互作用。
• Tricycles by a New Ugi Variation and Pictet-Spengler Reaction in One Pot
  作者：Mantosh K. Sinha、Kareem Khoury、Eberhardt Herdtweck、Alexander Dömling

  DOI：10.1002/chem.201300962

  日期：2013.6.17

  Subsequent mild cyclization of aromatic substrates by Pictet–Spengler condensation stereoselectively gave new tricyclic compounds. Examples are described in decent yields over two steps in one pot, and a crystal structure is also presented to support the proposed structures (see figure).

  随后通过 Pictet-Spengler 缩合立体选择性地对芳族底物进行温和环化得到新的三环化合物。示例在一个锅中通过两个步骤以可观的产率进行了描述，并且还提供了晶体结构以支持所提出的结构（见图）。
• Isocyanide arene-ruthenium(II) complexes and activation of alkenylacetylenes: synthesis and characterization of isocyanide carbene- and mixed carbene-ruthenium compounds
  作者：Rainer Dussel、Didier Pilette、Pierre H. Dixneuf、Wolf Peter Fehlhammer

  DOI：10.1021/om00055a055

  日期：1991.9

  [RuCl2(eta-6-arene)]2 complexes 1 (eta-6-MeC6H4(i)Pr), 2 (eta-6-C6H2Me4), and 3 (eta-6-C6Me6) react with isocyanide CNR [R = (t)Bu (a), C6H11 (b), CH2CO2C6H4Me (c), CH2CO2Et (d), (CH2)4Cl (e), and (CH2)2OSiMe3 (f)] to produce a variety of RUCl2(CNR)(eta-6-arene) derivatives 4-6, which give a C = N absorption in the infrared at high wavenumbers between 2165 and 2206 cm-1. (C6Me6)Cl2RuCN(CH2)2OSiMe3 (6f) on reaction with KF in methanol affords the carbene complex (C6Me6)Cl2Ru:CNHCH2CH2O (8). Cyclic voltammetry of complexes 4-6 shows that only with the most electron-releasing arene C6Me6 a reversible oxidation occurs, at 1.06-1.15 V(SCE) for complexes 6a-f and at 0.80 V(SCE) for 8. Complexes 6a, 6e, and 8 activate isopropenylacetylene, via an allenylidene intermediate, and in the presence of methanol give access to alkenylcarbene complexes containing the Ru = C(OMe)CH = CMe2 moiety 7a,e and the mixed carbene complex 9.