1-ethyl-3-(cyclopentadienyldimethylsilyl)-2,3-dihydro-2-phenyl-1H-1,2-azaborole | 615253-90-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-ethyl-3-(cyclopentadienyldimethylsilyl)-2,3-dihydro-2-phenyl-1H-1,2-azaborole
• CAS: 615253-90-2
• 化学式: C₁₈H₂₄BNSi
• 分子量: 293.292
• InChiKey: AGRJAWJNAIKAQR-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-ethyl-3-(cyclopentadienyldimethylsilyl)-2,3-dihydro-2-phenyl-1H-1,2-azaborole 、 氯化锆(IV) 、 lithium diisopropyl amide 以 四氢呋喃 、 甲苯 为溶剂， 以59%的产率得到[(η(5)-cyclopentadien-1-yl)(η(5)-1-ethyl-2-phenyl-1H-1,2-azaborol-3-yl)dimethylsilane]zirconium dichloride
  参考文献：
  名称：

  Bridged 1,2-azaborolyl zirconium complexes: Heterocyclic analogs of the ansa-zirconocene olefin polymerization catalysts

  摘要：

  The reaction of phenylvinylboron chloride (11) with allylethylamine afforded (N-allyl-N-ethylamino)vinylphenylborane (12) which on treatment with 5 mol% Grubbs catalyst gave 1-ethyl-2,5-dihydro-2-phenyl-1H-1,2-azaborole (13). The reaction of 13 with LDA in ether gave lithium 1-ethyl-2-phenyl-1H-1,2-azaborolide (14), which was silylated with Me2SiCl2 to afford 15. Reaction of 15 with CpLi followed by LDA and then ZrCl4 gave bridged compound 9. The reaction of 15 with 14 followed by LDA and then ZrCl4 gave the bridged complex 10. The reaction of 14 with Cp*ZrCl3 gave 8. The X-ray crystal structures of 8, 9, and 10 show that they closely resemble the corresponding zirconocene dichlorides. On activation with excess methylaluminoxane 8, 9, and 10 form active catalysts from the polymerization of ethylene. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2005.03.001
• 作为产物：
  描述：

  phenyl vinyl boron chloride 在 Grubbs catalyst first generation Et₃N 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 生成 1-ethyl-3-(cyclopentadienyldimethylsilyl)-2,3-dihydro-2-phenyl-1H-1,2-azaborole
  参考文献：
  名称：

  Bridged 1,2-azaborolyl zirconium complexes: Heterocyclic analogs of the ansa-zirconocene olefin polymerization catalysts

  摘要：

  The reaction of phenylvinylboron chloride (11) with allylethylamine afforded (N-allyl-N-ethylamino)vinylphenylborane (12) which on treatment with 5 mol% Grubbs catalyst gave 1-ethyl-2,5-dihydro-2-phenyl-1H-1,2-azaborole (13). The reaction of 13 with LDA in ether gave lithium 1-ethyl-2-phenyl-1H-1,2-azaborolide (14), which was silylated with Me2SiCl2 to afford 15. Reaction of 15 with CpLi followed by LDA and then ZrCl4 gave bridged compound 9. The reaction of 15 with 14 followed by LDA and then ZrCl4 gave the bridged complex 10. The reaction of 14 with Cp*ZrCl3 gave 8. The X-ray crystal structures of 8, 9, and 10 show that they closely resemble the corresponding zirconocene dichlorides. On activation with excess methylaluminoxane 8, 9, and 10 form active catalysts from the polymerization of ethylene. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2005.03.001