1-(2-Bromophenyl)-2,3,4,5,6-pentakis(4-methylphenyl)benzene | 1309612-51-8

• 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: 1-(2-Bromophenyl)-2,3,4,5,6-pentakis(4-methylphenyl)benzene
• 英文别名: 1-(2-bromophenyl)-2,3,4,5,6-pentakis(4-methylphenyl)benzene
• CAS: 1309612-51-8
• 化学式: C₄₇H₃₉Br
• 分子量: 683.731
• InChiKey: FSWGMSJTUXTQKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  48
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  1-(2-Bromophenyl)-2,3,4,5,6-pentakis(4-methylphenyl)benzene 、 (R)-3,3-二甲基-1,1-联萘-2,2-二醇 在 正丁基锂 、 三氯化磷 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.22h， 以69%的产率得到10,16-Dimethyl-13-[2-[2,3,4,5,6-pentakis(4-methylphenyl)phenyl]phenyl]-12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene
  参考文献：
  名称：

  Asymmetric Suzuki–Miyaura cross-coupling of aryl chlorides with enhancement of reaction time and catalyst turnover

  摘要：

  A series of new chiral phosphonite ligands were evaluated for the palladium-catalyzed asymmetric Suzuki-Miyaura cross-coupling reactions of aryl chlorides. Ligand 4 gave 91% yield and 78% ee with 0.5 mol % catalyst loading for the coupling of aryl boronic acid and aryl chloride in 5 h. When the catalyst loading was lowered to 0.1 mol % the same reaction gave 75% yield and 76% ee. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.051
• 作为产物：
  描述：

  1-Iodo-2,3,4,5,6-pentakis(4-methylphenyl)benzene 、 1,2-二溴苯 在 正丁基锂 作用下， 以 甲苯 为溶剂， 以89%的产率得到1-(2-Bromophenyl)-2,3,4,5,6-pentakis(4-methylphenyl)benzene
  参考文献：
  名称：

  Asymmetric Suzuki–Miyaura cross-coupling of aryl chlorides with enhancement of reaction time and catalyst turnover

  摘要：

  A series of new chiral phosphonite ligands were evaluated for the palladium-catalyzed asymmetric Suzuki-Miyaura cross-coupling reactions of aryl chlorides. Ligand 4 gave 91% yield and 78% ee with 0.5 mol % catalyst loading for the coupling of aryl boronic acid and aryl chloride in 5 h. When the catalyst loading was lowered to 0.1 mol % the same reaction gave 75% yield and 76% ee. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.051