phenyl vinyl boron chloride | 287735-76-6

• 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: phenyl vinyl boron chloride
• 英文别名: phenylvinylboron chloride；Chloro-ethenyl-phenylborane
• CAS: 287735-76-6
• 化学式: C₈H₈BCl
• 分子量: 150.416
• InChiKey: RYZIJZCQVRSNPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.85
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  phenyl vinyl boron chloride 在 Grubbs catalyst first generation Et₃N 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 bis(1-ethyl-3-chlorodimethylsilyl-2,3-dihydro-2-phenyl-1H-1,2-azaborol-3-yl)dimethylsilane
  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：

  二氯苯酚溴酯 、 三丁基乙烯基锡 生成 phenyl vinyl boron chloride
  参考文献：
  名称：

  NEW HETEROAROMATIC π -LIGANDS CONTAINING BORON

  摘要：

  The heteroaromatic anions 2-(diisopropylamino)-1,2-thiaborolide(2a), 1-ethyl-2-phenyl-1,2-azaborolide(2b), and 2-(diisopropylamino)-1,2-oxaborolide(2c) have been prepared by a multi-step synthesis using the Grubbs ring-closing metathesis. Reactions of 2a, 2b, and 2c with Cp*ZrCl3 afforded the corresponding Zr(IV) complexes 3.

  DOI：

  10.1080/10426500490426610

文献信息

• Synthesis of 1,2-Dihydro-1,2-azaborines and Their Conversion to Tricarbonyl Chromium and Molybdenum Complexes
  作者：Arthur J. Ashe、Xiangdong Fang、Xinggao Fang、Jeff W. Kampf

  DOI：10.1021/om0106635

  日期：2001.12.1

  reaction of the corresponding 2,3-dihydro-1H-1,2-azaborol-3-yllithium reagents (1c, 1d, and 1e). The reaction of 1e with Py3Mo(CO)3 and BF3·OEt2 affords Mo(CO)3 complex 5e, while the reaction of 1c with Cr(CH3CN)3(CO)3 affords Cr(CO)3 complex 6c. X-ray structures of 5e and 6c show that the metals are η6-bound to the 1,2-dihydro-1,2-azaborine rings.

  1,2-二氢-1,2- azaborines（1C，1D和1E）已经制备由相应的2,3-二氢- 1的反应ħ -1,2- azaborol -3- yllithium试剂（1C，1d和1e）。的反应1E与PY 3的Mo（CO）3和BF 3 ·OET 2次得到的Mo（CO）3配合物5E，而反应1C以Cr（CH 3 CN）3（CO）3次，得到的Cr（CO）3复合6c。的X射线结构图5e和图6c示出了该金属是η 6 -结合到1,2-二氢-1,2-氮杂硼烷环。
• A Synthesis of Aromatic Five- and Six-Membered B−N Heterocycles via Ring Closing Metathesis
  作者：Arthur J. Ashe、Fang

  DOI：10.1021/ol0001113

  日期：2000.7.1

  [GRAPHICS]The ring closing metathesis on appropriate vinyl or allyl aminoboranes (1 or 2) gives azaboracycloalkenes (3 or 4) which can be converted to azaborolides (5) or azaborines (6).
• NEW HETEROAROMATIC π -LIGANDS CONTAINING BORON
  作者：Arthur J. Ashe、Zoltan Bajko、Xiangdong Fang、Jeff W. Kampf、Hong Yang

  DOI：10.1080/10426500490426610

  日期：2004.4.1

  The heteroaromatic anions 2-(diisopropylamino)-1,2-thiaborolide(2a), 1-ethyl-2-phenyl-1,2-azaborolide(2b), and 2-(diisopropylamino)-1,2-oxaborolide(2c) have been prepared by a multi-step synthesis using the Grubbs ring-closing metathesis. Reactions of 2a, 2b, and 2c with Cp*ZrCl3 afforded the corresponding Zr(IV) complexes 3.
• Bridged 1,2-azaborolyl zirconium complexes: Heterocyclic analogs of the ansa-zirconocene olefin polymerization catalysts
  作者：Hong Yang、Xiangdong Fang、Jeff W. Kampf、Arthur J. Ashe

  DOI：10.1016/j.poly.2005.03.001

  日期：2005.8

  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.