(E)-6-butylidene-7-hexyl-9,9-diisopropyl-2,2,3,3,10-pentamethyl-4,8-dioxa-3,9-disilaundecane | 1198582-25-0

• 英文名称: (E)-6-butylidene-7-hexyl-9,9-diisopropyl-2,2,3,3,10-pentamethyl-4,8-dioxa-3,9-disilaundecane
• CAS: 1198582-25-0
• 化学式: C₂₈H₆₀O₂Si₂
• 分子量: 484.954
• InChiKey: PIIDGEJPUXZGEB-LHLOQNFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.27
• 重原子数：
  32.0
• 可旋转键数：
  16.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-6-butylidene-7-hexyl-9,9-diisopropyl-2,2,3,3,10-pentamethyl-4,8-dioxa-3,9-disilaundecane 在 水 、 4-甲基苯磺酸吡啶 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到(E)-2-butylidene-3-(triisopropylsilyloxy)nonan-1-ol
  参考文献：
  名称：

  Cooperativity of Regiochemistry Control Strategies in Reductive Couplings of Propargyl Alcohols and Aldehydes

  摘要：

  The nickel-catalyzed reductive coupling of propargyl alcohols and alkynes proceeds with excellent regiochemical control with an underlying electronic preference that can be supplemented by ligand size effects. The products obtained may be readily converted to substructures that are not directly available by an aldehyde-alkyne reductive coupling. A simple model for how steric and electronic factors are both important in governing regiochemistry in couplings of this type is presented, along with examples of how the effects can combine in either a constructive or destructive manner.

  DOI：

  10.1021/ol902561r
• 作为产物：
  描述：

  庚醛 、 三异丙基硅烷 、 1-(tert-butyldimethylsilyloxy)hex-2-yne 在 bis(1,5-cyclooctadiene)nickel (0) 、 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene*HCl 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以66%的产率得到(E)-6-butylidene-7-hexyl-9,9-diisopropyl-2,2,3,3,10-pentamethyl-4,8-dioxa-3,9-disilaundecane
  参考文献：
  名称：

  Cooperativity of Regiochemistry Control Strategies in Reductive Couplings of Propargyl Alcohols and Aldehydes

  摘要：

  The nickel-catalyzed reductive coupling of propargyl alcohols and alkynes proceeds with excellent regiochemical control with an underlying electronic preference that can be supplemented by ligand size effects. The products obtained may be readily converted to substructures that are not directly available by an aldehyde-alkyne reductive coupling. A simple model for how steric and electronic factors are both important in governing regiochemistry in couplings of this type is presented, along with examples of how the effects can combine in either a constructive or destructive manner.

  DOI：

  10.1021/ol902561r