methyl-9-bora-perfluorofluorene | 324766-61-2

• 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: methyl-9-bora-perfluorofluorene
• 英文别名: 1,2,3,4,6,7,8,9-Octafluoro-5-methylbenzo[b][1]benzoborole
• CAS: 324766-61-2
• 化学式: C₁₃H₃BF₈
• 分子量: 321.965
• InChiKey: OVIZQVIOVGWSMU-UHFFFAOYSA-N

物化性质

• 沸点：
  287.7±40.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.02
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  bis(cyclopentadienyl)dimethylzirconium(IV) 、 methyl-9-bora-perfluorofluorene 生成
  参考文献：
  名称：

  新型氟化 9-硼芴路易斯酸

  摘要：

  DOI：

  10.1021/ja005607u
• 作为产物：
  描述：

  Dimethyl-octafluorbiphenylenstannan 以 not given 为溶剂， 生成 methyl-9-bora-perfluorofluorene
  参考文献：
  名称：

  新型氟化 9-硼芴路易斯酸

  摘要：

  DOI：

  10.1021/ja005607u

文献信息

• Fluorinated 9-borafluorenes vs. conventional perfluoroaryl boranes — Comparative Lewis acidity
  作者：Preston A Chase、Patricio E Romero、Warren E Piers、Masood Parvez、Brian O Patrick

  DOI：10.1139/v05-240

  日期：2005.12.1

  Perfluorinated 9-phenyl-9-borafluorene, 1, is an antiaromatic analog of the well-known tris(pentafluorophenyl)borane. Spectroscopic, structural, and electrochemical studies have been performed on 1 and its Lewis base adducts with MeCN, THF, and PMe3 with a view to assessing its comparative Lewis acid strength relative to B(C6F5)3. For the sterically undemanding Lewis base MeCN, 1 and B(C6F5)3 have

  全氟化 9-苯基-9-硼芴，1，是众所周知的三（五氟苯基）硼烷的抗芳族类似物。已经对 1 及其路易斯碱加合物与 MeCN、THF 和 PMe3 进行了光谱、结构和电化学研究，以评估其相对于 B(C6F5)3 的路易斯酸强度。对于空间上要求不高的路易斯碱 MeCN，1 和 B( )3 具有相当的 LA 强度，而对于空间上更突出的 THF，基于竞争实验，1 显然是更强的路易斯酸 (LA)。我们得出结论，空间因素，而不是反芳香性，是 1 和 B( )3 之间 LA 强度差异的最重要决定因素。关键词：硼烷，路易斯酸，含氟化合物，杂环。
• η¹ versus η⁵ Bonding Modes in Cp*Al(I) Adducts of 9-Borafluorenes
  作者：Patricio E. Romero、Warren E. Piers、Stephen A. Decker、Dan Chau、Tom K. Woo、Masood Parvez

  DOI：10.1021/om0209935

  日期：2003.3.1

  The reactivity of highly Lewis acidic perfluorinated borafluorenes C12F8BR (R = C6F5, 1a; CH3, 1b) and the nonfluorinated 9-phenyl-9-borafluorene (2) toward [Cp*Al](4) was investigated. The reaction of 1 with [Cp*Al](4) leads to the formation of thermally robust eta(1) Lewis acid-base adducts 3a,b as the. thermodynamically favored products. Use of the less Lewis acidic 2 does not alter the mode of reactivity, with the eta(1) Lewis acid-base 4 formed preferentially. Reduction of 2 to the 9-boratafluorene 2.Li-2(THF)(n) is readily accomplished in THF solution. However, reaction of 2.Li-2(THF)(n) with [Cp*AlCl2](2) or Cp*AlCl2(THF), 5, affords aluminum metal, 2.THF, and Cp*H as the main identifiable products. Compounds 3a, 3b, 4, and 5 were fully characterized including their X-ray structures. A DFT computational study was conducted to probe the reason for the strong preference for eta(1) bonding, which essentially stems from the localization of aromaticity in the flanking phenyl rings in the 9-borafluorene ring system.