threo-5,6-bis(deuteromethyl)decane | 135718-28-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: threo-5,6-bis(deuteromethyl)decane
• 英文别名: 5,6-bis(deuteriomethyl)decane；(5R,6R)-5,6-bis(deuteriomethyl)decane
• CAS: 135718-28-4；145963-41-3；145981-18-6
• 化学式: C₁₂H₂₆
• 分子量: 172.323
• InChiKey: NCJIZIYQFWXMFZ-XMUWGNSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.64
• 重原子数：
  12.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  1-己烯 在 二氯二茂锆 、 Trideuteriooxidanium 、 (C₆H₁₃)3Al 作用下， 生成 threo-5,6-bis(deuteromethyl)decane
  参考文献：
  名称：

  新型有机铝化合物的取代基和立体选择性合成-取代的氧化铝环戊烷和氧化铝环戊烯

  摘要：

  A novel regio- and stereoselective method has been developed for the catalytic cyclometallation of olefins and acetylenes with alkylalanes in the presence of Cp(2)ZrCl(2), to give in one stage high yields of 3-substituted aluminacyclopentanes and aluminacyclopentenes. Applications of these reactions to a wide range of linear and cyclic olefins and to those containing functional substituents have been studied. The transformation of the aluminacyclopentanes thus produced, into five-membered heterocycles, mono- and di-substituted cyclobutanes and cyclopropanes, has been demonstrated.

  DOI：

  10.1016/0022-328x(94)88022-0

文献信息

• Synthesis and transformations of metallocycles
  作者：A. G. Ibragimov、L. O. Khafizova、L. G. Yakovleva、E. V. Nikitina、K. G. Satenov、L. M. Khalilov、U. M. Dzhemilev

  DOI：10.1007/bf02496268

  日期：1999.4

  A regioselective method for the synthesis of 3-alkyialumacyclopentanes and 2-alkyl-1,4-dialuminiobutanes by the reactions of alpha-olefins with EtAlCl2, ROAlCl2, R2NAlCl2, or Et2AlCl and the Mg-ClCH2CH2Cl-Cp2ZrCl2 (ZrCl4) system was developed.
• Synthesis and conversions of metallocycles. 7. A novel approach to the synthesis of 3,4-dialkyl-substituted aluminacyclopentanes in the presence of Cp2ZrCl2
  作者：U. M. Dzhemilev、A. G. Ibragimov、A. B. Morozov、R. R. Muslukhov、G. A. Tolstikov

  DOI：10.1007/bf00961245

  日期：1991.7

  A novel approach was developed for the stereoselective synthesis of trans-3,4-dialkyl-substituted aluminacyclopentanes from alpha-olefins, metallic magnesium, and EtAlCl2 in the presence of catalytic amounts of CP2ZrCl2. The hydrolysis and deuterolysis products of the 3,4-dialkyl-substituted aluminacyclopentanes obtained are only in the trans configuration.
• Synthesis of 1,2,3,4-tetrasubstituted aluminacyclopent-2-enes using Cp2ZrCl2 as catalyst
  作者：L. O. Khafizova、L. R. Yakupova、A. G. Ibragimov、U. M. Dzhemilev

  DOI：10.1134/s107042800712010x

  日期：2007.12

  Efficient procedures have been developed for the synthesis of 1,2,3,.4-tetrasubstituted aluminacyclopent-2-enes via intermolecular cycloalumination of terminal olefins and acetylenes with EtAlCl2 or cycloalumination of acetylenes with higher trialkylalanes in the presence Of CP2ZrCl2 as catalyst.
• Synthesis and transformations of metallocycles. 9. Regioselective and stereoselective synthesis of al-substitutedtrans-3,4-dialkylaluminocyclopentanes catalyzed by (?5-C5H5)2ZrCl2
  作者：U. M. Dzhemilev、A. G. Ibragimov、A. B. Morozov、R. R. Muslukhov、G. A. Tolstikov

  DOI：10.1007/bf00866593

  日期：1992.6

  A new stereoselective method is developed for the synthesis of 1-chloro-, 1-alkoxy-, and 1-N,N-dialkylaminoalumino-cyclopentanes from alpha-olefins, metallic magnesium, and aluminum halides (AlCl3, RO-AlCl2, R2N-AlCl2) in the presence of catalytic amounts of Cp2ZrCl2 (Cp = eta5-C5H5). The products from hydrolysis and deuterolysis of the Al-substituted 3,4-dialkylaluminocyclopentanes (ACP) have the threo configuration.
• Synthesis and reactions of metallocycles. 6. Stereoselective synthesis of 3,4-dialkyl-substituted aluminocyclopentanes by cyclometallation of ?-olefins using trialkylalanes in the presence of Cp2ZrCl2
  作者：U. M. Dzhemilev、A. G. Ibragimov、A. B. Morozov、L. M. Khalilov、R. R. Muslukhov、G. A. Tolstikov

  DOI：10.1007/bf00961366

  日期：1991.5

  An efficient method has been developed for the synthesis of a new class of organo-aluminum compounds, trans-3,4-dialkyl-substituted aluminocyclopentanes, via the cyclometallation of alpha-olefins using R3Al in the presence of catalytic amounts of Cp2ZrCl2. Hydrolysis, deuterolysis, and oxidation of the resulting aluminocyclopentanes generate the corresponding transformation products having exclusively the threo-configuration.