5,5-dimethyl-3-(phenylmethylidene)-N,N-di(propan-2-yl)oxaborolan-2-amine;nickel(2+);trimethylphosphane;chloride | 871114-34-0

• 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: 5,5-dimethyl-3-(phenylmethylidene)-N,N-di(propan-2-yl)oxaborolan-2-amine;nickel(2+);trimethylphosphane;chloride
• CAS: 871114-34-0
• 化学式: C₂₄H₄₅BClNNiOP₂
• 分子量: 530.529
• InChiKey: GNNGCSMMBBQPFJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  bis(1,5-cyclooctadiene)nickel (0) 、 N-[chloro-(2-methyl-5-phenylpent-4-yn-2-yl)oxyboranyl]-N-propan-2-ylpropan-2-amine 、 三甲基膦 以 甲苯 为溶剂， 以30%的产率得到5,5-dimethyl-3-(phenylmethylidene)-N,N-di(propan-2-yl)oxaborolan-2-amine;nickel(2+);trimethylphosphane;chloride
  参考文献：
  名称：

  Nickel-Catalyzed trans-Alkynylboration of Alkynes via Activation of a Boron−Chlorine Bond

  摘要：

  Reaction of (diisopropylamino)chloroboryl ethers of alkynols with alkynylstannanes in the presence of nickel catalysts afforded formal trans-alkynylboration products in good yields. The products were isolated as pinacol boronates after treatment of the crude reaction mixture with acetic anhydride and pinacol in the presence of a base. The trans-alkynylboration products underwent Suzuki-Miyaura coupling reaction with organic halides. A 2-borylalkenylnickel(II) complex, in which the boryl and nickel groups are located in a trans fashion, was isolated in a reaction of the chloroboryl ether with a single equivalent of a nickel(0)-phosphine complex.

  DOI：

  10.1021/ja055396z