苯甲酰胺,N-二乙基硼 | 41828-60-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 苯甲酰胺,N-二乙基硼
• 英文名称: Benzamide,N-diethylboryl
• 英文别名: {(C2H5)4N}{NiBr3Triphenylphosphin}；[N(C₂H₅)₄][Ni(triphenylphosphine)Br₃]；[N(C₂H₅)₄][Ni(PPh₃)Br₃]；[NEt₄][Ni(PPh₃)Br₃]
• CAS: 41828-60-8
• 化学式: C₈H₂₀N*C₁₈H₁₅Br₃NiP
• 分子量: 690.946
• InChiKey: WEHDFDUMZGCQQM-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  7.86
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  苯甲酰胺,N-二乙基硼 、 1,3-双(2,6-二异丙基苯基)咪唑-2-烯 以 四氢呋喃 为溶剂， 反应 1.0h， 以82%的产率得到Ni(PPh₃)(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Cl₂
  参考文献：
  名称：

  Mixed NHC/Phosphine Ni(II) Complexes: Synthesis and Their Applications as Versatile Catalysts for Selective Cross-Couplings of ArMgX with Aryl Chlorides, Fluorides, and Methyl Ethers

  摘要：

  New methods for the preparation of mixed NHC/phosphine Ni(II) complexes have been developed. It was shown that the quaternary ammonium cation in the easily available Ni(II) complexes [NEt4] [Ni(PPh3)X-3] (X = Cl and Br) can act as a good leaving group in reactions of [NEt4][Ni(PPh3)X-3] with the bulky ItBu (ItBu = 1,3-ditertbutylimidazol-2-ylidene) or IPr [IPr = 1,3-bis (2,6-diisopropylphenyl)imidazol-2-ylidene] ligarid, resulting in the corresponding mixed NHC/PPh3 Ni(II) complexes Ni(PPh3)-(ItBu)X-2 (X = Cl, 1; X = Br, 2) or Ni(PPh3)(IPr)Br-2 (3) in high yields. The PPh3 ligand in these obtained mixed NHC/PPh3 Ni(II) complexes can be easily substituted by a more electron-donating phosphine ligand, i.e., PC)T, resulting in the corresponding mixed NHC/PCy3 Ni(II) complexes Ni(PCy3)(ItBu)Br-2 (4) and Ni(PCy3)(IPr)Br-2 (5) in high yields. The crystal structures of these NO) complexes have been characterized, which revealed a trans disposition of the NHC ligand to the phosphine ligand. The catalytic behaviors of them on varying the carbene ligand (ItBu vs IPr) as well as the phosphine ligand (PPh3 vs PCy3) were investigated in the cross-coupling of aryl Grignard reagents with a wide range of electrophiles. In addition to a significant synergic effect on their catalytic activities, high selectivity for the activation and transformation of C-Cl, C-F and C-O bonds was achieved based on the rational structural design. Complex 2 showed the highest catalytic activity for the cross, coupling of aryl chlorides and fluorides with aryl Grignard reagents, but exhibit little activity for the cross-coupling of aryl methyl ethers with aryl Grignard reagents. On contrast, complex 4 showed great potential for the aryl methyl ethers involved cross-coupling reactions, although its reactivity for the activation of the C-X bond is very poor. The difference in catalytic activity between 2 and 4 has been successfully employed to construct oligoarenes by selective cross-coupling reactions.

  DOI：

  10.1021/acs.organomet.5b00874
• 作为产物：
  描述：

  四乙基溴化铵 、 三苯基膦 、 nickel dibromide 以 正丁醇 为溶剂， 以65%的产率得到苯甲酰胺,N-二乙基硼
  参考文献：
  名称：

  Preparation, Spectra and Electronic Structures of Tetrahedral Nickel(II) Complexes Containing Triphenylphosphine and Halide Ions as Ligands

  摘要：

  DOI：

  10.1021/ja01463a021

文献信息

• 含三环己基膦的单膦单氮杂环卡宾镍(II)配合 物及其应用
  申请人：苏州大学

  公开号：CN104098607B

  公开（公告）日：2016-04-20

  本发明公开了一种含三环己基膦的单膦单氮杂环卡宾镍(II)配合物及其应用，所述含三环己基膦的单膦单氮杂环卡宾镍(II)配合物的分子式为(PCy3)Ni[(RNCHCHNR)C]X2，式中，PCy3为三环己基膦；R为叔丁基、2,6-二异丙基苯基或均三甲基苯基；X为氯或溴。本发明中的含三环己基膦的单膦单氮杂环卡宾镍(II)配合物，制备简单易操作，产物易提纯、得率高，且在空气中也可稳定存在。这类单膦单氮杂环卡宾镍(II)配合物可以在温和条件下高效催化芳甲醚和芳基格氏试剂的交叉偶联反应。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ni: MVol.C2, 8.18.1, page 1041 - 1052
  作者：

  DOI：——

  日期：——