o-carborane-9-carboxylic acid | 61654-04-4

• 英文名称: o-carborane-9-carboxylic acid
• 英文别名: 1,2-C2B10H11-9(or12)-CO2H；9-carboxy-o-carborane
• CAS: 61654-04-4
• 化学式: C₃H₁₂B₁₀O₂
• 分子量: 188.237
• InChiKey: GIQWDFTWAAGLEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  o-carborane-9-carboxylic acid 在 甲基锂 作用下， 以 乙醚 为溶剂， 以70%的产率得到9-acetyl-o-carborane
  参考文献：
  名称：

  Action of electrophilic reagents on 9-ethynyl-o- and 9-ethynyl-m-carboranes

  摘要：

  DOI：

  10.1007/bf00956808
• 作为产物：
  描述：

  9-CH3-o-C2B10H11 在 chromium(VI) oxide 、 硫酸 作用下， 以 溶剂黄146 为溶剂， 以57%的产率得到o-carborane-9-carboxylic acid
  参考文献：
  名称：

  Zakharkin, L. I.; Kovredov, A. I.; Ol'shevskaya, V. A., Journal of general chemistry of the USSR, 1983, vol. 53, p. 1287 - 1287

  摘要：

  DOI：

文献信息

• Phosphorus derivatives of carboranes as ligands for Pd-catalyzed cross-coupling reactions
  作者：A. A. Tyutyunov、S. E. Lyubimov、E. G. Rys、T. A. Verbitskaya、P. V. Petrovskii、V. A. Davankov、V. N. Kalinin

  DOI：10.1007/s11172-008-0326-y

  日期：2008.11

  Carborane-containing phosphine ligands having different steric and electronic properties were synthesized. Testing of these ligands in the Pd-catalyzed Suzuki—Miyaura reaction showed higher catalytic activity for sterically congested phosphine ligands with acceptor carborane substituents.

  合成了具有不同空间和电子特性的含碳硼烷膦配体。在 Pd 催化的 Suzuki-Miyaura 反应中对这些配体的测试表明，对具有受体碳硼烷取代基的空间拥挤的膦配体具有更高的催化活性。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B Comp.SVol.1/3, 13.18.3.2, page 213 - 227
  作者：

  DOI：——

  日期：——
• Syntheses and Crystal Structures of 9-Acetyl- and 9-Cyano-1,2-dicarbadodecaborane:  Supramolecular Association in Carboranyl C−H Hydrogen-Bonded α-Networks
  作者：Liliana Crǎciun、Radu Custelcean

  DOI：10.1021/ic9904889

  日期：1999.10.1

  The syntheses and X-ray crystal structures of 9-acetyl-o-carborane (1) and 9-cyano-o-carborane (2) are reported. In the crystal, molecules of 1 and 2 associate in one-dimensional polymeric chains or ct-type hydrogen-bonded networks linked through C-H-carborane... O or C-H-carborane... N hydrogen bonds, which provides further structural evidence for carboranes as a new class of proton donors in hydrogen-bond formation and attests to the ability of carborane moieties to participate in self-assembly processes.
• Synthesis and reactions of B-vinylcarboranes
  作者：Kuanysh Z. Kabytaev、Alexander V. Safronov、Satish S. Jalisatgi、M. Frederick Hawthorne

  DOI：10.1016/j.jorganchem.2013.09.019

  日期：2014.1

  B-Vinylcarboranes were prepared via the palladium-catalyzed cross-coupling of iodocarboranes with vinylmagnesium bromide. Further transformations of the 9-vinyl-1,2-dicarba-closo-dodecaborane side chain yielded bromination, epoxidation, dihydroxylation, oxidative cleavage, radical sulfur addition, and hydroboration/oxidation products. (C) 2013 Elsevier B. V. All rights reserved.
• Mironov, V. F.; Pechurina, S. Ya.; Grigos, V. I., Doklady Akademii nauk SSSR, 1976, vol. 226/231, p. 619 - 622
  作者：Mironov, V. F.、Pechurina, S. Ya.、Grigos, V. I.

  DOI：——

  日期：——