(2,6-二氟苯基)(二氟)硼烷 | 267006-31-5

• 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: (2,6-二氟苯基)(二氟)硼烷
• 英文名称: 2,6-C6H3F2BF2
• 英文别名: 2,6-F2C6H3BF2；(2,6-Difluorophenyl)(difluoro)borane；(2,6-difluorophenyl)-difluoroborane
• CAS: 267006-31-5
• 化学式: C₆H₃BF₄
• 分子量: 161.894
• InChiKey: SNSREYSTWQIPIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  0
• 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：
  4

反应信息

• 作为反应物：
  描述：

  五氟(二氟碘)苯 、 (2,6-二氟苯基)(二氟)硼烷 以 二氯甲烷 为溶剂， 以97%的产率得到(2,6-difluorophenyl)(pentafluorophenyl)iodonium tetrafluoroborate
  参考文献：
  名称：

  摘要：

  Aryl(pentafluorophenyl)iodoniumtetrafluoroborates [Ar'Ar "I][BF4] (Ar' = C6F5, Ar " = C6H5, o-C6H4F, m-C6H4F p-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, C6F5) are prepared in good yields and high purity by the reaction of C6F6IF2 with Ar " BF2 in CH2Cl2. This convenient method can be applied generally to many iodonium compounds. Thermal and spectroscopic properties (H-1, C-13, F-19 NMR, IR, Raman) are reported and discussed. The solid state structures of six iodonium compounds show significant cation-anion interactions which result in two different arrangements: a dimer with a 8-membered ring or polymers with infinite zigzag chains. Ab initio calculations on prototypes of aryliodonium cations show relations between the kind of the aryl group (C6H5 vs. C6F5) and structural parameters as well as charges. By means of F-19 NMR the sigma (1)- and sigma (R)-constants of the [C6F5I](+)-substituent are determined.

  DOI：

  10.1002/1521-3749(200011)626:11<2419::aid-zaac2419>3.0.co;2-k
• 作为产物：
  描述：

  2,6-二氟苯硼酸 在 二氟化氢钾 、 三氟化硼 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 1.0h， 生成 (2,6-二氟苯基)(二氟)硼烷
  参考文献：
  名称：

  (Fluoroorgano)fluoroboranes and -fluoroborates I: synthesis and spectroscopic characterization of potassium fluoroaryltrifluoroborates and fluoroaryldifluoroboranes

  摘要：

  A convenient preparation of K[ArBF3] (Ar= 2-C6H4F, 3-C6H4F, 4-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, 2,3,4,5-C6HF4 and C6F5) is offered and the IR and multinuclear NMR spectra of these salts are reported. Treatment of the trifluoroborate salts with BF3 in chlorocarbon solvents provides an easy synthetic route to the corresponding aryldifluoroboranes ArBF2. The multinuclear NMR spectra of ArBF2 are presented. The electron substituent effect of the [-BF3](-)-group shows this substituent as one of the strongest sigma-electron donors, while its pi-electron influence is negligible (sigma(I) = - 0.32, sigma(R) = - 0.07). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00690-7

文献信息

• (Fluoroorgano)fluoroboranes and -fluoroborates I: synthesis and spectroscopic characterization of potassium fluoroaryltrifluoroborates and fluoroaryldifluoroboranes
  作者：H.-J. Frohn、H. Franke、P. Fritzen、V.V. Bardin

  DOI：10.1016/s0022-328x(99)00690-7

  日期：2000.3

  A convenient preparation of K[ArBF3] (Ar= 2-C6H4F, 3-C6H4F, 4-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, 2,3,4,5-C6HF4 and C6F5) is offered and the IR and multinuclear NMR spectra of these salts are reported. Treatment of the trifluoroborate salts with BF3 in chlorocarbon solvents provides an easy synthetic route to the corresponding aryldifluoroboranes ArBF2. The multinuclear NMR spectra of ArBF2 are presented. The electron substituent effect of the [-BF3](-)-group shows this substituent as one of the strongest sigma-electron donors, while its pi-electron influence is negligible (sigma(I) = - 0.32, sigma(R) = - 0.07). (C) 2000 Elsevier Science S.A. All rights reserved.
• ——
  作者：F. Bailly、P. Barthen、H.-J. Frohn、M. Köckerling

  DOI：10.1002/1521-3749(200011)626:11<2419::aid-zaac2419>3.0.co;2-k

  日期：2000.11

  Aryl(pentafluorophenyl)iodoniumtetrafluoroborates [Ar'Ar "I][BF4] (Ar' = C6F5, Ar " = C6H5, o-C6H4F, m-C6H4F p-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, C6F5) are prepared in good yields and high purity by the reaction of C6F6IF2 with Ar " BF2 in CH2Cl2. This convenient method can be applied generally to many iodonium compounds. Thermal and spectroscopic properties (H-1, C-13, F-19 NMR, IR, Raman) are reported and discussed. The solid state structures of six iodonium compounds show significant cation-anion interactions which result in two different arrangements: a dimer with a 8-membered ring or polymers with infinite zigzag chains. Ab initio calculations on prototypes of aryliodonium cations show relations between the kind of the aryl group (C6H5 vs. C6F5) and structural parameters as well as charges. By means of F-19 NMR the sigma (1)- and sigma (R)-constants of the [C6F5I](+)-substituent are determined.