(2-chlorophenyl)(2,4,6-triisopropylphenyl)silane | 1276685-28-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2-chlorophenyl)(2,4,6-triisopropylphenyl)silane
• CAS: 1276685-28-9
• 化学式: C₂₁H₂₉ClSi
• 分子量: 345.0
• InChiKey: CKANENJMUWYMOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.83
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  (2-chlorophenyl)(2,4,6-triisopropylphenyl)silane 在 sodium 作用下， 以 甲苯 为溶剂， 以9%的产率得到9,10-bis(2,4,6-triisopropylphenyl)-9,10-dihydro-9,10-disilaanthracene
  参考文献：
  名称：

  Synthesis and structure of 9,10-bis(2,4,6-triisopropylphenyl)-9,10-dihydro-9,10-disilaanthracene

  摘要：

  We prepared a 9,10-dihydro-9,10-disilaanthracene (USA) derivative 4 bearing a bulky aryl substituent, a 2,4,6-triisopropylphenyl (Tip) group, on the silicon atoms via a Wurtz-type coupling reaction between two molecules of (2-chlorophenyl)(2,4,6-triisopropylphenyl)silane (3) in a head-to-tail fashion. The structural determination of cis-4 and trans-4 was examined using (1)H NMR spectroscopy and theoretical calculations. In addition, the molecular structure of cis-4 was unambiguously determined by X-ray crystallography. The tricyclic DSA skeleton of cis-4 adopts a folded structure with a boat-like central ring in which the rotation about the Si-Tip bond is restricted. In contrast, theoretical calculations suggest that the tricyclic DSA skeleton of trans-4 has an almost planar structure. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.10.010
• 作为产物：
  描述：

  2-溴氯苯 、 (2,4,6-triisopropylphenyl)silane 在 正丁基锂 、 盐酸 、 水 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 2.0h， 以79%的产率得到(2-chlorophenyl)(2,4,6-triisopropylphenyl)silane
  参考文献：
  名称：

  Synthesis and structure of 9,10-bis(2,4,6-triisopropylphenyl)-9,10-dihydro-9,10-disilaanthracene

  摘要：

  We prepared a 9,10-dihydro-9,10-disilaanthracene (USA) derivative 4 bearing a bulky aryl substituent, a 2,4,6-triisopropylphenyl (Tip) group, on the silicon atoms via a Wurtz-type coupling reaction between two molecules of (2-chlorophenyl)(2,4,6-triisopropylphenyl)silane (3) in a head-to-tail fashion. The structural determination of cis-4 and trans-4 was examined using (1)H NMR spectroscopy and theoretical calculations. In addition, the molecular structure of cis-4 was unambiguously determined by X-ray crystallography. The tricyclic DSA skeleton of cis-4 adopts a folded structure with a boat-like central ring in which the rotation about the Si-Tip bond is restricted. In contrast, theoretical calculations suggest that the tricyclic DSA skeleton of trans-4 has an almost planar structure. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.10.010