(2-Bromophenoxy)-di(propan-2-yl)-[3-(trifluoromethyl)phenoxy]silane | 1227735-35-4

• 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: (2-Bromophenoxy)-di(propan-2-yl)-[3-(trifluoromethyl)phenoxy]silane
• CAS: 1227735-35-4
• 化学式: C₁₉H₂₂BrF₃O₂Si
• 分子量: 447.367
• InChiKey: AKSHEORUQBQGMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.19
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-Bromophenoxy)-di(propan-2-yl)-[3-(trifluoromethyl)phenoxy]silane 在 potassium phosphate 、 palladium diacetate 、 silver carbonate 、 三(五氟苯基)膦 、 四丁基氟化铵 作用下， 以 均三甲苯 、 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-(2-hydroxyphenyl)-3-(trifluoromethyl)phenol 、 4-(trifluoromethyl)-[1,1'-biphenyl]-2,2'-diol
  参考文献：
  名称：

  Synthesis of Unsymmetrical o-Biphenols and o-Binaphthols via Silicon-Tethered Pd-Catalyzed C−H Arylation

  摘要：

  A mild, practical, and efficient method for the synthesis of unsymmetrical o-biphenols (including o-phenol-naphthols and o-binaphthols) has been developed. Unsymmetrical bis-aryloxy silanes, which were readily prepared in a semi-one-pot fashion, underwent the Pd-catalyzed intramolecular arylation followed by a routine TBAF desilylation step to furnish valuable unsymmetrical biphenols without necessity of isolation of seven-membered intermediates. The excellent functional group tolerance allows for synthesis of a variety of functionalized o-biphenols and o-binaphthols from easily available staring materials.

  DOI：

  10.1021/ol100924n
• 作为产物：
  描述：

  、 间三氟甲基苯酚 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (2-Bromophenoxy)-di(propan-2-yl)-[3-(trifluoromethyl)phenoxy]silane
  参考文献：
  名称：

  Synthesis of Unsymmetrical o-Biphenols and o-Binaphthols via Silicon-Tethered Pd-Catalyzed C−H Arylation

  摘要：

  A mild, practical, and efficient method for the synthesis of unsymmetrical o-biphenols (including o-phenol-naphthols and o-binaphthols) has been developed. Unsymmetrical bis-aryloxy silanes, which were readily prepared in a semi-one-pot fashion, underwent the Pd-catalyzed intramolecular arylation followed by a routine TBAF desilylation step to furnish valuable unsymmetrical biphenols without necessity of isolation of seven-membered intermediates. The excellent functional group tolerance allows for synthesis of a variety of functionalized o-biphenols and o-binaphthols from easily available staring materials.

  DOI：

  10.1021/ol100924n