tris[2-(dimethylamino)phenyl]germane | 198204-27-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tris[2-(dimethylamino)phenyl]germane
• 英文别名: tris[o-(dimethylamino)phenyl]germane；tris[2-(dimethylamino)phenyl]hydrogermane；2-bis[2-(dimethylamino)phenyl]germyl-N,N-dimethylaniline
• CAS: 198204-27-2
• 化学式: C₂₄H₃₁GeN₃
• 分子量: 434.12
• InChiKey: WOZIMIYTRRBMOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.72
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tris[2-(dimethylamino)phenyl]germane 以 四氢呋喃 、 氘代甲苯 、 正戊烷 为溶剂， 生成 [[tris[2-(dimethylamino)phenyl]germyl]lithium(C4H8O)2]2
  参考文献：
  名称：

  Distorted Germyllithium Induced by Intramolecular Coordination of an Amino Group: Synthesis and Structures of {Tris[2-(dimethylamino)phenyl]germyl}lithium

  摘要：

  DOI：

  10.1002/(sici)1099-0682(199903)1999:3<461::aid-ejic461>3.0.co;2-l
• 作为产物：
  描述：

  2-溴-N,N-二甲基苯胺 在 n-butyllithium 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 生成 tris[2-(dimethylamino)phenyl]germane
  参考文献：
  名称：

  Synthesis and Structures of Tris[2-(dimethylamino)phenyl]silane and -germane Compounds

  摘要：

  Tris[2-(dimethylamino)phenyl]silane and -germane compounds (1 and 2) were synthesized and characterized by X-ray crystallography. Three 2-(dimethylamino)phenyl groups in the hydrosilane (1a) and hydrogermane (1b) encapsulate the hydrogen atom bonded to silicon and germanium, which results in the short Si-H and Ge-H bonds and an increase in the s character of the bonds. The silanol (2a) and germanol (2b) exist as monomers through the intramolecular hydrogen bonding between the hydroxy group and one of the amino groups.

  DOI：

  10.1021/om970548n

文献信息

• Synthesis and structures of a series of GeM (M=C, Si, and Sn) compounds derived from germyllithium containing three 2-(dimethylamino)phenyl groups on germanium
  作者：Atsushi Kawachi、Yoko Tanaka、Kohei Tamao

  DOI：10.1016/s0022-328x(99)00386-1

  日期：1999.11

  with Group 14 electrophiles afford the corresponding carbogermane, silylgermane, and stannylgermane compounds containing three 2-(dimethylamino)phenyl groups on the germanium atom. X-ray structure analysis of these structures was performed and revealed that: (1) the steric repulsion between the amino groups and the substituents is mainly reflected by the torsion angle MGeCipsoCortho; (2) the N⋯M atomic

  三[2-（二甲基氨基）苯基]锗基}锂（1）与第14族亲电试剂的反应得到相应的碳锗烷，甲硅烷基锗烷和苯乙烯基锗烷化合物，其在锗原子上包含三个2-（二甲基氨基）苯基。进行这些结构的X射线结构分析后可知：（1）所述氨基和取代基之间的空间排斥主要是由扭转角MGeC反射本位C邻; （2）N⋯M原子距离在范德华半径之和之内；（3）在一系列silylgermanes中，GeSi键长随着所述甲硅烷基的尺寸增加：SiH 3 ≤SiMe 2 H≤SiMe 3 ≤SiMe 2吨-Bu
• Experimental evidence and bond characterization of a cyclopropenylgermylene
  作者：Shinobu Tsutsui、Hiromasa Tanaka、Eunsang Kwon、Shigeki Matsumoto、Kenkichi Sakamoto

  DOI：10.1016/j.jorganchem.2005.09.041

  日期：2006.2

  The reduction of p-anisyl(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)dichlorogermane (1) with potassium in the presence of an excess of tert-butyldimethylpsilane in benzene under reflux gave p-anisyl(tert-butyldimethylsilyl)(1,2,3-tri-tert-butylcycloprop-2-en-1-yl)germane (4) in 15% yield. The formation of 4 indicates that p-anisyl( 1, 2,3-tri-tert-butylcycloprop-2-en-1-yl)germylene (2), which is the first example of a (cycloprop-2-en-1-yl)germylene derivative, was generated and trapped by the hydrosilane. The DFT calculations revealed that the cis-2-p-anisyl-1,3,4-tri-tet-t-butyl-2-gerinabicyclo[1.1.0]butane-2,4-diyl structure cis-5 is 8.0 kJ/mol more stable than cis-2. The NBO analysis revealed that cis-5 has a 2-germabicyclo[1.1.0]butane diradical character. (c) 2005 Elsevier B.V. All rights reserved.