2-{2-(4-methoxyphenyl)-ethyl}-benzo-1,3,2-diazaborolane | 1311408-20-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-{2-(4-methoxyphenyl)-ethyl}-benzo-1,3,2-diazaborolane
• 英文别名: 2-[2-(4-Methoxyphenyl)ethyl]-1,3-dihydro-1,3,2-benzodiazaborole；2-[2-(4-methoxyphenyl)ethyl]-1,3-dihydro-1,3,2-benzodiazaborole
• CAS: 1311408-20-4
• 化学式: C₁₅H₁₇BN₂O
• 分子量: 252.124
• InChiKey: JFKPQDKQNLHDLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  33.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  邻苯二胺 在 Wilkinson's catalyst 、 dimethyl sulfide borane 作用下， 以 二氯甲烷 为溶剂， 反应 65.0h， 生成 2-{2-(4-methoxyphenyl)-ethyl}-benzo-1,3,2-diazaborolane
  参考文献：
  名称：

  Microwave-assisted Suzuki–Miyaura cross-coupling of 2-alkyl and 2-alkenyl-benzo-1,3,2-diazaborolanes

  摘要：

  Nitrogen-based boronate esters, such as 2-octyl-benzo-1,3,2-diazaborolane, 2-phenethyl-benzo-1,3,2-diazaborolane, and 2-{(1E)-hexenyl}-benzo-1,3,2-diazaborolane have been shown to be suitable coupling partners with arylhalides in microwave accelerated Suzuki cross-coupling reactions. Reaction yields of up to 89% were achieved. The use of a silicon group attached to the nitrogen atom, proved to enhance the reactivity of 2-octyl-benzo-1,3,2-diazaborolane. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.095

文献信息

• Microwave-assisted Suzuki–Miyaura cross-coupling of 2-alkyl and 2-alkenyl-benzo-1,3,2-diazaborolanes
  作者：Siphamandla W. Hadebe、Siphamandla Sithebe、Ross S. Robinson

  DOI：10.1016/j.tet.2011.03.095

  日期：2011.6

  Nitrogen-based boronate esters, such as 2-octyl-benzo-1,3,2-diazaborolane, 2-phenethyl-benzo-1,3,2-diazaborolane, and 2-(1E)-hexenyl}-benzo-1,3,2-diazaborolane have been shown to be suitable coupling partners with arylhalides in microwave accelerated Suzuki cross-coupling reactions. Reaction yields of up to 89% were achieved. The use of a silicon group attached to the nitrogen atom, proved to enhance the reactivity of 2-octyl-benzo-1,3,2-diazaborolane. (C) 2011 Elsevier Ltd. All rights reserved.