(2R,5R)-1,2,5-trimethylphospholane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: (2R,5R)-1,2,5-trimethylphospholane
• 化学式: C₇H₁₅P
• 分子量: 130.17
• InChiKey: YWYRRVMHCNOFAN-RNFRBKRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• 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

• 作为反应物：
  描述：

  (2R,5R)-1,2,5-trimethylphospholane 、 叔丁基锂 以 正戊烷 为溶剂， 反应 72.0h， 以88%的产率得到(((2R,5R)-2,5-dimethylphospholan-1-yl)methyl)lithium
  参考文献：
  名称：

  Asymmetric Rhodium(I)-Catalyzed C–C Activations with Zwitterionic Bis-phospholane Ligands

  摘要：

  The development of unconventional ligand scaffolds is an important aspect to alter reaction pathways of transition-metal-catalyzed reactions. The nature of the counterion of cationic metal complexes plays an important role in the catalyst reactivity. We herein report a chiral anionic bidentate bis-phosphine ligand based on the popular phospholane scaffold. Subsequently, zwitterionic rhodium(I) complexes with no external counterion were synthesized, and their potential was evaluated in asymmetric carbon carbon bond activation of cyclobutanones. This type of rhodium complex allows, for a significantly lower reaction temperature than analogous cationic rhodium complexes and enables, for the first time, asymmetric transformations with up to 93.5:6.5 enantiomeric ratio.

  DOI：

  10.1021/om4011627
• 作为产物：
  描述：

  (R,R)-1-chloro-2,5-dimethylphospholane 、 甲基碘化镁 在 copper(I) bromide dimethylsulfide complex 、 lithium bromide 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 16.0h， 以95%的产率得到(2R,5R)-1,2,5-trimethylphospholane
  参考文献：
  名称：

  Asymmetric Rhodium(I)-Catalyzed C–C Activations with Zwitterionic Bis-phospholane Ligands

  摘要：

  The development of unconventional ligand scaffolds is an important aspect to alter reaction pathways of transition-metal-catalyzed reactions. The nature of the counterion of cationic metal complexes plays an important role in the catalyst reactivity. We herein report a chiral anionic bidentate bis-phosphine ligand based on the popular phospholane scaffold. Subsequently, zwitterionic rhodium(I) complexes with no external counterion were synthesized, and their potential was evaluated in asymmetric carbon carbon bond activation of cyclobutanones. This type of rhodium complex allows, for a significantly lower reaction temperature than analogous cationic rhodium complexes and enables, for the first time, asymmetric transformations with up to 93.5:6.5 enantiomeric ratio.

  DOI：

  10.1021/om4011627

文献信息

• Process for oligomerization
  申请人：Dow Global Technologies LLC

  公开号：US10919031B2

  公开（公告）日：2021-02-16

  The invention relates to oligomerization of olefins, such as ethylene, to higher olefins, such as a mixture of 1-hexene and 1-octene, using a catalyst system that comprises a) a source of chromium b) one or more activators and c) a phosphacycle-containing ligating compound. Additionally, the invention relates to a phosphacycle-containing ligating compound and a process for making said compound.

  本发明涉及使用催化剂体系将烯烃（如乙烯）低聚为高碳烯烃（如 1-己烯和 1-辛烯的混合物），该催化剂体系包括 a) 铬源 b) 一种或多种活化剂和 c) 含磷环连接化合物。此外，本发明还涉及一种含磷环的连接化合物和制造所述化合物的工艺。
• Chiral metal complex compounds
  申请人：Hoffmann-La Roche Inc.

  公开号：US11124532B2

  公开（公告）日：2021-09-21

  The invention comprises novel chiral metal complex compounds of the formula wherein M, PR2, R3 and R4 are outlined in the description, its stereoisomers, in the form as a neutral complex or a complex cation with a suitable counter ion. The chiral metal complex compounds can be used in asymmetric reactions, particularly in asymmetric reductions of ketones, imines or oximes.

  本发明包括式如下的新型手性金属配合物化合物 其中 M、PR2、R3 和 R4 在描述中概述，其立体异构体的形式为中性络合物或与适当反离子的络阳离子。手性金属络合物可用于不对称反应，尤其是酮、亚胺或肟的不对称还原反应。
• CHIRAL METAL COMPLEX COMPOUNDS
  申请人：F. Hoffmann-La Roche AG

  公开号：EP3609859B1

  公开（公告）日：2022-04-27
• Unsymmetrically Substituted Phospholane Catalysts
  申请人：Holz Jens

  公开号：US20080200695A1

  公开（公告）日：2008-08-21

  The present invention is based on new ligand systems of the general formula (I). These ligand systems can be used advantageously in transition metal-catalysed asymmetric syntheses. Likewise encompassed are the transition metal complexes thus prepared, a process for preparing the ligands and the use of the complexes in asymmetric synthesis.
• Halophospholanes And Their Preparation
  申请人：Borner Armin

  公开号：US20080287713A1

  公开（公告）日：2008-11-20

  The present invention is directed to a process for preparing compounds of the general formula (I). Compounds of the general formula (I) are advantageous precursors for preparing phospholane catalysts, especially bisphospholane catalysts. The invention therefore likewise provides for the use of the substances in question for preparing these catalysts.