lithium 2-((4''R,5''R)-4'-[4'',5''-bis(diphenylphosphinomethylen)-1'',3''-dioxolane-2''-yl]-2'-(phenoxy-carbonyl))-benzenesulfonate | 187886-86-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: lithium 2-((4''R,5''R)-4'-[4'',5''-bis(diphenylphosphinomethylen)-1'',3''-dioxolane-2''-yl]-2'-(phenoxy-carbonyl))-benzenesulfonate
• 英文别名: lithium;2-[4-[(4R,5R)-4,5-bis(diphenylphosphanylmethyl)-1,3-dioxolan-2-yl]phenoxy]carbonylbenzenesulfonate
• CAS: 187886-86-8
• 化学式: C₄₂H₃₅O₇P₂S*Li
• 分子量: 752.69
• InChiKey: AYGAMBSJEPTZBI-JBMWTVJCSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  53
• 可旋转键数：
  13
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 lithium 2-((4''R,5''R)-4'-[4'',5''-bis(diphenylphosphinomethylen)-1'',3''-dioxolane-2''-yl]-2'-(phenoxy-carbonyl))-benzenesulfonate 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Internal vs. external ionic functionality—a comparative study in the asymmetric hydrogenation in water as solvent

  摘要：

  Coupling of the benzoylsulfonate moiety to chiral hydroxy phosphines by acylation with o-sulfobenzoic anhydride (SBA) affords unique ligands bearing one or two sulfonate groups in distinguished positions in the molecular framework. Rhodium complexes based on the new ligands have been proven in the asymmetric hydrogenation of functionalized chelating olefins in methanol and in water. Results observed are compared to those featured by the corresponding non-sulfonated catalysts. In methanol as solvent only one of the complexes bearing a sulfonate group in a flexible ligand differed significantly from its parent complex, while in water all sulfonated complexes were superior. In the most cases, addition of the amphiphile sodium dodecylsulfate (SDS) improved the catalytic performance of the parent catalysts as well as that of the sulfonated complexes in water. Other ionic additives (e.g., Na2SO4, camphersulfonate, benzenesulfonate) which do not bear the long alkyl chain gave poor results illustrating the importance of the particular structure of SDS. (C) 1999 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1381-1169(98)00340-9
• 作为产物：
  描述：

  2-磺基苯甲酸酐 、 4-{(4R,5R)-4,5-Bis-[(diphenylphosphanyl)-methyl]-[1,3]dioxolan-2-yl}-phenol 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 lithium 2-((4''R,5''R)-4'-[4'',5''-bis(diphenylphosphinomethylen)-1'',3''-dioxolane-2''-yl]-2'-(phenoxy-carbonyl))-benzenesulfonate
  参考文献：
  名称：

  合成手性磺化膦的新方法

  摘要：

  分别描述了在Na 2 CO 3或正丁基锂存在下，通过羟基二膦与邻磺基苯甲酸酐的反应，选择性和平稳地将磺酸酯基引入手性二膦中。

  DOI：

  10.1016/s0040-4039(96)02407-0