(R)-(Z)-4-(trichlorosilyl)-2-decene | 461411-90-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (R)-(Z)-4-(trichlorosilyl)-2-decene
• 英文别名: trichloro-[(Z,4R)-dec-2-en-4-yl]silane
• CAS: 461411-90-5
• 化学式: C₁₀H₁₉Cl₃Si
• 分子量: 273.705
• InChiKey: IVJVVWMSGIYZLV-PENHIPQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 (R)-(Z)-4-(trichlorosilyl)-2-decene 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以91%的产率得到(1S,2R)-(E)-2-methyl-1-phenyl-3-decen-1-ol
  参考文献：
  名称：

  Enhanced catalytic activity in asymmetric hydrosilylation of 1,3-dienes with a soluble palladium catalyst

  摘要：

  A new MOP ligand 8 containing two it-octyl groups at the 6 and 6' positions of the (R)-2-(diphenylphosphino)-2'-aryl-1,1'-binaphthyl skeleton was prepared and used for the palladium-catalyzed asymmetric hydrosilylation of 1,3-dienes with trichlorosilane. The introduction of the n-octyl groups made the palladium-phosphine catalyst soluble in the reaction system, realizing high catalytic activity at a low reaction temperature. As a result, ligand 8 showed highest enantioselectivity for both cyclic and linear 1,3-dienes. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00094-0
• 作为产物：
  描述：

  (E)-1,3-decadiene 在 bis(η3-allyl-μ-chloropalladium(II)) 、 chiral binaphthyl-based diphenylphosphine reagent 、 三氯硅烷 作用下， 反应 168.0h， 生成 (S)-(Z)-4-(trichlorosilyl)-2-decene 、 (R)-(Z)-4-(trichlorosilyl)-2-decene
  参考文献：
  名称：

  Enhanced catalytic activity in asymmetric hydrosilylation of 1,3-dienes with a soluble palladium catalyst

  摘要：

  A new MOP ligand 8 containing two it-octyl groups at the 6 and 6' positions of the (R)-2-(diphenylphosphino)-2'-aryl-1,1'-binaphthyl skeleton was prepared and used for the palladium-catalyzed asymmetric hydrosilylation of 1,3-dienes with trichlorosilane. The introduction of the n-octyl groups made the palladium-phosphine catalyst soluble in the reaction system, realizing high catalytic activity at a low reaction temperature. As a result, ligand 8 showed highest enantioselectivity for both cyclic and linear 1,3-dienes. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00094-0

文献信息

• Preparation of New Ferrocenylmonophosphine Ligands Containing Two Planar Chiral Ferrocenyl Moieties and Their Use for Palladium-Catalyzed Asymmetric Hydrosilylation of 1,3-Dienes
  作者：Jin Wook Han、Norihito Tokunaga、Tamio Hayashi

  DOI：10.1002/1522-2675(200211)85:11<3848::aid-hlca3848>3.0.co;2-v

  日期：2002.11

  Bisi(R-p)-2-[(1S)-1-methoxyethyl]ferrocenyl]arylphosphines (S,R-p)-9 (aryl = 4-MeOC6H4 (9a), Ph (9b), 4-CF3C6H4 (9c), 3,5-(CF3)(2)C6H3 (9d)), which contain two planar chiral ferrocenyl moieties, were prepared via (R-p)-1-bromo-2-[(1S)-1-methoxyethyl]ferrocene ((S,R-p)-8). Asymmetric hydrosilylation of linear 1,3-dienes such as deca-1,3-diene (10a) with trichlorosilane in the presence of a palladium catalyst coordinated with 9d gave allylic silanes of up to 93% ee.
• Enhanced catalytic activity in asymmetric hydrosilylation of 1,3-dienes with a soluble palladium catalyst
  作者：Jin Wook Han、Tamio Hayashi

  DOI：10.1016/s0957-4166(02)00094-0

  日期：2002.3

  A new MOP ligand 8 containing two it-octyl groups at the 6 and 6' positions of the (R)-2-(diphenylphosphino)-2'-aryl-1,1'-binaphthyl skeleton was prepared and used for the palladium-catalyzed asymmetric hydrosilylation of 1,3-dienes with trichlorosilane. The introduction of the n-octyl groups made the palladium-phosphine catalyst soluble in the reaction system, realizing high catalytic activity at a low reaction temperature. As a result, ligand 8 showed highest enantioselectivity for both cyclic and linear 1,3-dienes. (C) 2002 Elsevier Science Ltd. All rights reserved.