4-tert-butyl-2,6-dimesitylphenyl magnesium bromide | 1138816-09-7

• 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: 4-tert-butyl-2,6-dimesitylphenyl magnesium bromide
• CAS: 1138816-09-7
• 化学式: C₂₈H₃₃BrMg
• 分子量: 473.779
• InChiKey: RPTPZARFNCLWKX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  7.81
• 重原子数：
  30.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  4-tert-butyl-2,6-dimesitylphenyl magnesium bromide 在 KF 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (4-tert-butyl-2,6-dimesitylphenyl)dimethyltin chloride
  参考文献：
  名称：

  A sterically congested aryltrimethylstannane – Synthesis, reactivity, transmetalation and CH–π interaction

  摘要：

  The synthesis of a novel sterically congested tetraorganotin compound, (4-tert-butyl-2,6-dimesitylphenyl) trimethylstannane (1), is reported and its reactivity with special focus on transmetalation studied. The reaction of compound 1 with reagents such as HgCl(2), BiCl(3) and HOTf gave (4-tert-butyl-2,6-dimesitylphenyl)dimethyltin chloride (2) and (4-tert-butyl-2,6-dimesitylphenyl)dimethyltin triflate (3), respectively, as a result of selective tin-methyl bond cleavage. Less bulky aryltrimethyltin derivatives react with BiCl(3) to give both tin-methyl and tin-aryl bond cleavage. Hydrolysis of compound 3 proceeds slowly to give bis-(4-tert-butyl-2,6-dimesitylphenyl) dimethyl stannoxane (5) via the intermediate (4-tert-butyl2,6-dimesitylphenyl)dimethyltin hydroxide (4). All terphenyldimethyltin derivatives that were characterized by single crystal X-ray diffraction analysis show C-H center dot center dot center dot pi interactions. Based on these results, the optimum C-H center dot center dot center dot pi distance (C center dot center dot center dot centroid(aryl) distance) is suggested to be in the range 3.4 and 3.5 angstrom. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2008.04.003