三氟(4-(甲基磺酰基)苯基)硼酸盐 | 850693-09-3

• 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: 三氟(4-(甲基磺酰基)苯基)硼酸盐
• 英文名称: Trifluoro-(4-methylsulfonylphenyl)boranuide
• CAS: 850693-09-3
• 化学式: C₇H₇BF₃O₂S
• 分子量: 223.004
• InChiKey: DOJXOULKISPLCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三氟(4-(甲基磺酰基)苯基)硼酸盐 以 phosphate buffer 为溶剂， 生成 4-（甲磺酰基）苯硼酸
  参考文献：
  名称：

  Substituent Effects on Aryltrifluoroborate Solvolysis in Water: Implications for Suzuki−Miyaura Coupling and the Design of Stable ¹⁸F-Labeled Aryltrifluoroborates for Use in PET Imaging

  摘要：

  Whereas electron withdrawing substituents retard the rate of aryltrifluoroborate solvolysis, electron-donating groups enhance it. Herein is presented a Hammett analysis of the solvolytic lability of aryltrifluoroborates where log(k(solv)) values correlate to sigma values with a rho value of approximately -1. This work provides a predictable rubric for tuning the reactivity of boron for several uses including F-18-labeled PET reagents and has mechanistic implications for ArBF3-enhanced ligandless metal-mediated cross coupling reactions with aryltrifluoroborates.

  DOI：

  10.1021/jo800681d

文献信息

• Substituent Effects on Aryltrifluoroborate Solvolysis in Water: Implications for Suzuki−Miyaura Coupling and the Design of Stable ¹⁸F-Labeled Aryltrifluoroborates for Use in PET Imaging
  作者：Richard Ting、Curtis W. Harwig、Justin Lo、Ying Li、Michael J. Adam、Thomas J. Ruth、David M. Perrin

  DOI：10.1021/jo800681d

  日期：2008.6.1

  Whereas electron withdrawing substituents retard the rate of aryltrifluoroborate solvolysis, electron-donating groups enhance it. Herein is presented a Hammett analysis of the solvolytic lability of aryltrifluoroborates where log(k(solv)) values correlate to sigma values with a rho value of approximately -1. This work provides a predictable rubric for tuning the reactivity of boron for several uses including F-18-labeled PET reagents and has mechanistic implications for ArBF3-enhanced ligandless metal-mediated cross coupling reactions with aryltrifluoroborates.