(E)-1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyl-2-(N,N-diphenylamino)tetrasila-2-ene | 1205098-76-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyl-2-(N,N-diphenylamino)tetrasila-2-ene
• 英文别名: 1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyl-2-(diphenylamino)-2-tetrasilene；N-[(E)-[bis[bis(trimethylsilyl)methyl]-propan-2-ylsilyl]-[bis[bis(trimethylsilyl)methyl]-propan-2-ylsilyl]silylidenesilyl]-N-phenylaniline
• CAS: 1205098-76-5
• 化学式: C₄₆H₁₀₁NSi₁₂
• 分子量: 1005.34
• InChiKey: LSUBHLMAQWZSEN-DSIMXMMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.54
• 重原子数：
  59
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyltetrasila-2-yne 、 二苯胺 以 氘代苯 为溶剂， 反应 730.5h， 以33%的产率得到(E)-1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyl-2-(N,N-diphenylamino)tetrasila-2-ene
  参考文献：
  名称：

  Silicon version of enamines: Amino-substituted disilenes by the reactions of the disilyne RSi SiR (R = Si Pr[CH(SiMe3)2]2) with amines

  摘要：

  The reaction of 1,1,4,4-tetrakis[bis(trimethylsilyl) methyl]-1,4-diisopropyltetrasila-2-yne 1 with secondary or primary amines produced amino-substituted disilenes R(R-2'N)Si]Si=HR 2a-d (R = (SiPr)-Pr-i[CH (SiMe3)(2)](2), R-2'N=Et2N (2a), (CH2CH2)(2)N (2b), Bu-t(H)N (2c), and Ph2N (2d)). Spectroscopic and X-ray crystallographic analyses of 2 showed that 2a-c have a nearly coplanar arrangement of the Si=Si double bond and the amino group, giving pi-conjugation between the Si=Si double bond and the lone pair on the nitrogen atom, whereas 2d has a nearly perpendicular arrangement precluding such conjugation. Theoretical calculations indicate that pi-conjugation between the pi-orbital of the Si=Si double bond and the lone pair on the nitrogen atom is markedly influenced by the torsional angle between the Si=Si double-bond plane and the amino-group plane. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.07.008

文献信息

• Addition of Amines and Hydroborane to the Disilyne RSi≡SiR (R = Si^<i>i</i>Pr[CH(SiMe₃)₂]₂) Giving Amino- and Boryl-Substituted Disilenes
  作者：Katsuhiko Takeuchi、Masao Ikoshi、Masaaki Ichinohe、Akira Sekiguchi

  DOI：10.1021/ja910157h

  日期：2010.1.27

  The reaction of 1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyltetrasila-2-yne 1 with diethylamine or diphenylamine produced the corresponding amino-substituted disilenes R(R'N-2)Si=SiHR 2a, b (R = (SiPr)-Pr-i[CH(SiMe3)(2)](2), R' = Et (2a), Ph (2b)). The reaction of 1 with 9-borabicyclo[3.3.1]nonane afforded the boryl-substituted disilene R(R '' B-2)Si=SiHR 3 (R '' B-2 = 9-borabicyclo[3.3.1]nonan-9-yl). Spectroscopic and X-ray crystallographic analyses of 2a, b, and 3 showed that 2a and 3 have a coplanar arrangement of the Si=Si double bond and amino or boryl groups, giving pi-conjugation between the Si=Si double bond and the lone pair on the nitrogen atom or vacant orbital on the boron atom, whereas 2b exhibits no such conjugation.