D2-allylmagnesium chloride | 119612-03-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: D2-allylmagnesium chloride
• 英文别名: D₂-allylmagnesium chloride；allyl-d₂-magnesium chloride
• CAS: 119612-03-2
• 化学式: C₃H₅ClMg
• 分子量: 102.815
• InChiKey: PLYLAFITHJUEGX-SRTIKVJZSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  5.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  2,6-Trip₂C₆H₃PbBr 、 D2-allylmagnesium chloride 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 反应 3.5h， 以58%的产率得到2,6-Trip₂C₆H₃PbC₃H₃D₂
  参考文献：
  名称：

  η³-Allyl Coordination at Pb(II)

  摘要：

  Allylmagnesium chloride and methyl-propenyl-magnesium bromide were reacted with bulky substituted organolead and organotin halides (Ar*PbBr)(2), (Ar'PbBr)(2), (Ar*SnCl)(2) (Ar* = 2,6-trip(2)C(6)H(3)-, trip = 2,4,6-triisopropylphenyl, Ar' = 2,6-mes(2)C(6)H(3)-, mes = 2,4,6-trimethylphenyl). The allyl ligand coordinates in an eta(3)-coordination mode at organoplumbylene fragments. In the solid state as well as in solution, eta(3)-coordination was characterized by crystal structure analysis and Saunders' isotopic perturbation technique. For the plumbylene Ar*Pb(C3H5), a solid state Pb-207 magic angle spinning (MAS) NMR spectrum could be obtained. The isotropic chemical shift is -435 ppm, and the magnitude of the Pb-207 chemical shift tensor of 7000(500) ppm is among the greatest observed experimentally. The methylallyl ligand coordinated at a plumbylene fragment exhibits two short and one long Pb-C interaction. In reaction with aniline, the allyl ligand reacts as a leaving group to give amidoplumbylenes.

  DOI：

  10.1021/acs.organomet.8b00766

文献信息

• Stereoselective intramoleculer allylsilane additions to chiral aldehydes
  作者：M.T. Reetz、A. Jung、C. Bolm

  DOI：10.1016/s0040-4020(01)86643-6

  日期：1988.1

  induction in the TiCl4 mediated allylailane addition of O-(allyl)silyl protected aldehydes is opposite (>62;90% syn selectivity) to that of the previously reported reaction of the 0-benzyl protected analogs with allyltrimethylsilane (90% anti selectivity). Crossover experiments show that strict intramolecularity pertains, suggesting an intramolecular allylsilane addition as depicted in . Surprisingly, the switch

  TiCl 4介导的O-（烯丙基）甲硅烷基保护的醛的烯丙基烷烃加成中的1,3-不对称诱导的感觉与先前报道的0-苄基保护的类似物的反应相反（> 62; 90％选择性）与烯丙基三甲基硅烷（抗选择性90％）。交叉实验表明严格的分子内相关性，表明分子内烯丙基硅烷的添加如图所示。出人意料的是，从TiCl 4到SnCl 4的转换导致非对映选择性的逆转和分子间烯丙基转移机理。这种类型的α-手性β-甲硅烷氧基醛不太适合于立体选择性烯丙基化。
• REETZ, M. T.;JUNG, A.;BOLM, C., TETRAHEDRON, 44,(1988) N 13, 3889-3898
  作者：REETZ, M. T.、JUNG, A.、BOLM, C.

  DOI：——

  日期：——