Tris(4-bromophenyl)-(4-chlorophenyl)silane | 514167-92-1

• 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: Tris(4-bromophenyl)-(4-chlorophenyl)silane
• 英文别名: tris(4-bromophenyl)-(4-chlorophenyl)silane
• CAS: 514167-92-1
• 化学式: C₂₄H₁₆Br₃ClSi
• 分子量: 607.642
• InChiKey: OLESJKZTPOLZPL-UHFFFAOYSA-N

物化性质

• 沸点：
  543.1±50.0 °C(Predicted)
• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  联硼酸频那醇酯 、 Tris(4-bromophenyl)-(4-chlorophenyl)silane 在 PdCl₂(pddf) potassium acetate 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以83%的产率得到(4-Chlorophenyl)-tris[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]silane
  参考文献：
  名称：

  Synthesis of tripod-shaped oligo(phenylene)s with multiple ethenyl groups at the bases for chemisorption on hydrogen-terminated silicon surfaces

  摘要：

  This communication describes an efficient and convergent synthesis of monodisperse, nanometer-sized, and tripod-shaped oligo(phenylene)s with a triallylsilyl group at the base of each leg and a chlorophenyl group at the focal point of the tripod. These molecules were designed as model compounds for the study of chemisorption of rigid molecules containing multiple ethenyl groups on hydrogen-terminated silicon surfaces. The compounds were synthesized from p-chlorophenyl-tris(p-bromopenyl)silane via selective Pd-catalyzed Ishiyama-Miyaura reaction with bis(pinacolato)diboron, followed by Suzuki coupling with aryl dihalides to elongate the legs. The legs were then end-capped with triallylsilyl groups through Suzuki coupling with 4-triallyphenylboronic acid. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02641-2
• 作为产物：
  描述：

  氯苯基三氯硅烷 、 (4-bromophenyl)magnesium bromide 在 正丁基锂 、 1,4-二溴苯 作用下， 以 乙醚 为溶剂， 反应 12.0h， 以43%的产率得到Tris(4-bromophenyl)-(4-chlorophenyl)silane
  参考文献：
  名称：

  Synthesis of tripod-shaped oligo(phenylene)s with multiple ethenyl groups at the bases for chemisorption on hydrogen-terminated silicon surfaces

  摘要：

  This communication describes an efficient and convergent synthesis of monodisperse, nanometer-sized, and tripod-shaped oligo(phenylene)s with a triallylsilyl group at the base of each leg and a chlorophenyl group at the focal point of the tripod. These molecules were designed as model compounds for the study of chemisorption of rigid molecules containing multiple ethenyl groups on hydrogen-terminated silicon surfaces. The compounds were synthesized from p-chlorophenyl-tris(p-bromopenyl)silane via selective Pd-catalyzed Ishiyama-Miyaura reaction with bis(pinacolato)diboron, followed by Suzuki coupling with aryl dihalides to elongate the legs. The legs were then end-capped with triallylsilyl groups through Suzuki coupling with 4-triallyphenylboronic acid. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02641-2

文献信息

• Synthesis of tripod-shaped oligo(phenylene)s with multiple ethenyl groups at the bases for chemisorption on hydrogen-terminated silicon surfaces
  作者：Xiaobin Deng、Chengzhi Cai

  DOI：10.1016/s0040-4039(02)02641-2

  日期：2003.1

  This communication describes an efficient and convergent synthesis of monodisperse, nanometer-sized, and tripod-shaped oligo(phenylene)s with a triallylsilyl group at the base of each leg and a chlorophenyl group at the focal point of the tripod. These molecules were designed as model compounds for the study of chemisorption of rigid molecules containing multiple ethenyl groups on hydrogen-terminated silicon surfaces. The compounds were synthesized from p-chlorophenyl-tris(p-bromopenyl)silane via selective Pd-catalyzed Ishiyama-Miyaura reaction with bis(pinacolato)diboron, followed by Suzuki coupling with aryl dihalides to elongate the legs. The legs were then end-capped with triallylsilyl groups through Suzuki coupling with 4-triallyphenylboronic acid. (C) 2003 Elsevier Science Ltd. All rights reserved.