(S)-1-isobutyl-3-methyl-3-phospholene-borane | 1548599-66-1

• 英文名称: (S)-1-isobutyl-3-methyl-3-phospholene-borane
• 英文别名: 1-isobutyl-3-methyl-3-phospholene-borane
• CAS: 1548599-66-1；1549762-30-2
• 化学式: C₉H₂₀BP
• 分子量: 170.043
• InChiKey: FJZJYQYOVSTUAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  1-hydroxy-3-methyl-3-phospholene 1-oxide 在 氯化亚砜 、 三氯硅烷 作用下， 以 四氢呋喃 、 氯仿 、 甲苯 为溶剂， 反应 9.0h， 生成 (S)-1-isobutyl-3-methyl-3-phospholene-borane
  参考文献：
  名称：

  Platinum(II) complexes incorporating racemic and optically active 1-alkyl-3-phospholene P-ligands: Synthesis, stereostructure, NMR properties and catalytic activity

  摘要：

  Three 1-alkyl-3-phospholene 1-oxides, such as the P-ethyl, P-isobutyl and P-isopentyl derivative were prepared in racemic and enantiopure forms. After deoxygenation, the cyclic phosphines were converted to the corresponding phosphine-boranes and phosphine-platinum complexes (PtCl2L2, where L 1-alkyl-3-phospholene). The new products were characterized by spectral methods, and the stereostructure of the complexes was also evaluated by high level quantum chemical calculations. The platinum complexes were tested in the hydroformylation of the styrene. The extent of the regioselectivity towards branched aldehyde exceeds that measured with earlier platinum complexes. However, the enantioselectivity remained below 29%. (C) 2013 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.03.045

文献信息

• A novel preparation of chlorophospholenium chlorides and their application in the synthesis of phospholene boranes
  作者：Réka Herbay、Péter Bagi、Zoltán Mucsi、Béla Mátravölgyi、László Drahos、Elemér Fogassy、György Keglevich

  DOI：10.1016/j.tetlet.2016.12.059

  日期：2017.2

  A novel preparation of 1-chloro-3-methyl-3-phospholenium chlorides was developed by reacting 1-substituted-3-methyl-3-phospholene 1-oxides with oxalyl chloride. The obtained cyclic chlorophosphonium salts were reacted with LiBH4 to afford the corresponding 1-substituted-3-methyl-3-phospholene boranes. The latter protocol involves a silane-free deoxygenation, and borane complex formation. In one instance

  通过使1-取代的-3-甲基-3-膦-1-氧化物与草酰氯反应，开发了一种新型的1-氯-3-甲基-3-磷酰氯的制备方法。使获得的环状氯盐与LiBH 4反应，得到相应的1-取代的-3-甲基-3-膦基硼烷。后一种方案涉及无硅烷的脱氧和硼烷络合物的形成。在一种情况下，通过在环氯phosph盐中双键的重排来合成2-膦硼烷和相应的P-氧化物。通过量子化学计算研究了这种双键迁移。