potassium (4-butoxyphenyl)dimethylsilanololate | 1312827-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: potassium (4-butoxyphenyl)dimethylsilanololate
• 英文别名: potassium (4-butoxyphenyl)dimethylsilanolate；Potassium;(4-butoxyphenyl)-dimethyl-oxidosilane；potassium;(4-butoxyphenyl)-dimethyl-oxidosilane
• CAS: 1312827-17-0
• 化学式: C₁₂H₁₉O₂Si*K
• 分子量: 262.465
• InChiKey: UJNYDRIPDVDZBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.36
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对溴三氟甲氧基苯 、 potassium (4-butoxyphenyl)dimethylsilanololate 在 二(三叔丁基膦)钯 、 tri-t-butylphosphane hydrobromide 作用下， 以 丁酮 、 甲苯 为溶剂， 反应 0.83h， 生成
  参考文献：
  名称：

  Probing the electronic demands of transmetalation in the palladium-catalyzed cross-coupling of arylsilanolates

  摘要：

  The electronic characteristics of coupling partners in the transmetalation step for the cross-coupling reaction of arylsilanolates have been investigated. The ability to interrogate the transmetalation event by in situ preparation of the arylpalladium(II) silanolate intermediate has enabled a Hammett analysis for both the aryl electrophile and arylsilanolate to be conducted. These studies reveal that electron-donating groups on the silicon nucleophile and electron-withdrawing groups on the electrophile accelerate the transmetalation process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.066
• 作为产物：
  描述：

  Dimethyl-<4-butyloxy-phenyl>-silanol 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以84%的产率得到potassium (4-butoxyphenyl)dimethylsilanololate
  参考文献：
  名称：

  Probing the electronic demands of transmetalation in the palladium-catalyzed cross-coupling of arylsilanolates

  摘要：

  The electronic characteristics of coupling partners in the transmetalation step for the cross-coupling reaction of arylsilanolates have been investigated. The ability to interrogate the transmetalation event by in situ preparation of the arylpalladium(II) silanolate intermediate has enabled a Hammett analysis for both the aryl electrophile and arylsilanolate to be conducted. These studies reveal that electron-donating groups on the silicon nucleophile and electron-withdrawing groups on the electrophile accelerate the transmetalation process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.066