1,2-di(1,3,2-dioxaborolan-2-yl)benzene | 1430817-95-0

• 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-di(1,3,2-dioxaborolan-2-yl)benzene
• 英文别名: 1,2-Di(1,3,2-dioxaborolan-2-yl)benzene；2-[2-(1,3,2-dioxaborolan-2-yl)phenyl]-1,3,2-dioxaborolane
• CAS: 1430817-95-0
• 化学式: C₁₀H₁₂B₂O₄
• 分子量: 217.825
• InChiKey: ZECYBJXSPLFJOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.83
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-双(三甲基硅烷基)苯 在 三氯化硼 作用下， 以 正庚烷 、 氯仿 、 1,2-二氯乙烷 为溶剂， 反应 134.0h， 生成 1,2-di(1,3,2-dioxaborolan-2-yl)benzene
  参考文献：
  名称：

  Exploration of 1,2-phenylenediboronic esters as potential bidentate catalysts for organic synthesis

  摘要：

  Recently, we described the first inverse electron demand Diels-Alder reaction of 1,2-diazene catalyzed by a bidentate Lewis acid. Herein we investigate 1,2-phenylenediboronic esters as potential catalysts for this transformation offering higher stability and easier handling than the currently used boranthracene derivatives. Different 1,2-phenylenediboronic esters were prepared and their ability to form bidentate coordination complexes with phthalazine was analyzed. Although a 1:1 complex was observed, X-ray analysis revealed binding only in a monodentate fashion.

  DOI：

  10.1007/s00706-012-0898-y

文献信息

• Exploration of 1,2-phenylenediboronic esters as potential bidentate catalysts for organic synthesis
  作者：Samuel L. Bader、Simon N. Kessler、Jennifer A. Zampese、Hermann A. Wegner

  DOI：10.1007/s00706-012-0898-y

  日期：2013.4

  Recently, we described the first inverse electron demand Diels-Alder reaction of 1,2-diazene catalyzed by a bidentate Lewis acid. Herein we investigate 1,2-phenylenediboronic esters as potential catalysts for this transformation offering higher stability and easier handling than the currently used boranthracene derivatives. Different 1,2-phenylenediboronic esters were prepared and their ability to form bidentate coordination complexes with phthalazine was analyzed. Although a 1:1 complex was observed, X-ray analysis revealed binding only in a monodentate fashion.