(-)-(S)-3-(2-isopropylphenyl)-1-(S)-α-methylbenzylbenzimidazolium chloride | 873784-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: (-)-(S)-3-(2-isopropylphenyl)-1-(S)-α-methylbenzylbenzimidazolium chloride
• CAS: 873784-54-4
• 化学式: C₂₄H₂₅N₂*Cl
• 分子量: 376.929
• InChiKey: WGVMDUIONKSQJR-FYZYNONXSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (-)-(S)-3-(2-isopropylphenyl)-1-(S)-α-methylbenzylbenzimidazolium chloride 、 diphenylacetylene hexacarbonyl dicobalt 在 potassium tert-pentoxide 作用下， 以 正己烷 、 甲苯 为溶剂， 以68%的产率得到dicobaltopentacarbonyl-3-(2-isopropylphenyl)-1-(S)-α-methylbenzyl-benzimidazolium-diphenylacetylene
  参考文献：
  名称：

  A new paradigm in N-heterocyclic carbenoid ligands

  摘要：

  We report a new class of very readily prepared chiral N-heterocyclic carbenoid ligand that also contains two different types of chirality: an asymmetric centre and an atropoisomeric unit, but contained in two separate N-substituents, such that both can easily be varied. In addition to its simplicity and flexibility, this approach has potential advantages over systems containing only atropoisomeric units, because the inclusion of an additional fixed asymmetric centre means that the atropoisomers are diastereoisomers and therefore chemically distinct entities. Complexation to a metal centre increases the barrier to rotation in the atropoisomeric unit so that the two diastercoisomers may be separable by simple methods such as standard chromatography. In addition, a novel cis-substituted palladium complex has been characterised by X-ray crystallography. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.09.015
• 作为产物：
  描述：

  (aS)-N-(2-溴苯基)-alpha-甲基-苯甲胺 在 盐酸 、 tris(dibenzylideneacetone)dipalladium (0) 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 均三甲苯 为溶剂， 反应 14.0h， 生成 (-)-(S)-3-(2-isopropylphenyl)-1-(S)-α-methylbenzylbenzimidazolium chloride
  参考文献：
  名称：

  A new paradigm in N-heterocyclic carbenoid ligands

  摘要：

  We report a new class of very readily prepared chiral N-heterocyclic carbenoid ligand that also contains two different types of chirality: an asymmetric centre and an atropoisomeric unit, but contained in two separate N-substituents, such that both can easily be varied. In addition to its simplicity and flexibility, this approach has potential advantages over systems containing only atropoisomeric units, because the inclusion of an additional fixed asymmetric centre means that the atropoisomers are diastereoisomers and therefore chemically distinct entities. Complexation to a metal centre increases the barrier to rotation in the atropoisomeric unit so that the two diastercoisomers may be separable by simple methods such as standard chromatography. In addition, a novel cis-substituted palladium complex has been characterised by X-ray crystallography. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.09.015