2-(4-methylthiophenyl)-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane | 884844-91-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(4-methylthiophenyl)-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane
• 英文别名: 4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Henicosafluoroundecyl)-2-(3-methylsulfanylphenyl)-1,3,2-dioxaborolane
• CAS: 884844-91-1
• 化学式: C₂₀H₁₂BF₂₁O₂S
• 分子量: 726.158
• InChiKey: XENFCAYPQRORRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.19
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  2-(4-methylthiophenyl)-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane 、 碘苯 在 四(三苯基膦)钯 potassium phosphate 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以92%的产率得到3-methylsulfanylbiphenyl
  参考文献：
  名称：

  The synthesis and application of fluorous boronates without perfluorinated solvents

  摘要：

  The synthesis of a fluorous diol 4 bearing a perfluorodecyl chain was described. A series of boronic acid were attached to 4 by esterification. The purification of the products was fulfilled by facile filtration instead of expensive and environmental troublesome fluorous liquid-liquid extraction. The Suzuki cross-coupling reactions of the formed fluorous boronates 5 underwent smoothly and the fluorous diol 4 was recycled in good yields. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.12.014
• 作为产物：
  描述：

  1-碘全氟癸烷 在 吡啶 、 四氧化锇 、 溶剂黄146 、 N-甲基吗啉氧化物 、 锌 、 过氧化苯甲酰 作用下， 以 异丙醇 、 丙酮 为溶剂， 反应 51.0h， 生成 2-(4-methylthiophenyl)-4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluorodecyl)-[1,3,2]dioxaborolane
  参考文献：
  名称：

  The synthesis and application of fluorous boronates without perfluorinated solvents

  摘要：

  The synthesis of a fluorous diol 4 bearing a perfluorodecyl chain was described. A series of boronic acid were attached to 4 by esterification. The purification of the products was fulfilled by facile filtration instead of expensive and environmental troublesome fluorous liquid-liquid extraction. The Suzuki cross-coupling reactions of the formed fluorous boronates 5 underwent smoothly and the fluorous diol 4 was recycled in good yields. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.12.014

文献信息

• The synthesis and application of fluorous boronates without perfluorinated solvents
  作者：Chun-Yan Wang、Wei-Dong Meng、Yan-Gen Huang、Feng-Ling Qing

  DOI：10.1016/j.jfluchem.2004.12.014

  日期：2005.7

  The synthesis of a fluorous diol 4 bearing a perfluorodecyl chain was described. A series of boronic acid were attached to 4 by esterification. The purification of the products was fulfilled by facile filtration instead of expensive and environmental troublesome fluorous liquid-liquid extraction. The Suzuki cross-coupling reactions of the formed fluorous boronates 5 underwent smoothly and the fluorous diol 4 was recycled in good yields. (c) 2005 Elsevier B.V. All rights reserved.