[[(4S,5S)-5-[(二苯基氧膦基)甲基]-2,2-二甲基-1,3-二氧戊环-4-基]甲基]二苯基氧化膦 | 187989-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [[(4S,5S)-5-[(二苯基氧膦基)甲基]-2,2-二甲基-1,3-二氧戊环-4-基]甲基]二苯基氧化膦
• 中文别名: 1,1'-[[(4S,5S)-2,2-二甲基-1,3-二氧戊环-4,5-二基]双亚甲基]双[1,1-二苯基氧膦]
• 英文名称: (anti-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)bis(diphenylphosphine oxide)
• 英文别名: (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine oxide)；(4S,5S)-4,5-bis(diphenylphosphorylmethyl)-2,2-dimethyl-1,3-dioxolane
• CAS: 187989-59-9
• 化学式: C₃₁H₃₂O₄P₂
• 分子量: 530.54
• InChiKey: KZUJPJPWSHHJRQ-LOYHVIPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 [[(4S,5S)-5-[(二苯基氧膦基)甲基]-2,2-二甲基-1,3-二氧戊环-4-基]甲基]二苯基氧化膦 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  与环状phospho酸酐脱水糖基化†

  摘要：

  由双膦氧化物和三氟甲磺酸酐生成的环状phospho酸酐显示为C1-半缩醛的脱水糖基化反应中的一般偶联剂。该反应方案的特征在于底物范围广且产率高，包括基于O-，C-，N-和S的亲核试剂与呋喃糖，吡喃糖和脱氧糖供体的反应。

  DOI：

  10.1039/c6ob01812b
• 作为产物：
  描述：

  异丙烯-2,3-二羟-1,4-双二丙基膦丁烷 在 叔丁基过氧化氢 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 [[(4S,5S)-5-[(二苯基氧膦基)甲基]-2,2-二甲基-1,3-二氧戊环-4-基]甲基]二苯基氧化膦
  参考文献：
  名称：

  A simple chiral shift reagent for measurement of enantiomeric excesses of phosphine oxides

  摘要：

  DOI：

  10.1016/s0040-4039(00)98126-7

文献信息

• A simple chiral shift reagent for measurement of enantiomeric excesses of phosphine oxides
  作者：E. Duñach、H.B. Kagan

  DOI：10.1016/s0040-4039(00)98126-7

  日期：1985.1
• Dehydrative glycosylation with cyclic phosphonium anhydrides
  作者：Rajendar Dyapa、Lance T. Dockery、Maciej A. Walczak

  DOI：10.1039/c6ob01812b

  日期：——

  Cyclic phosphonium anhydrides generated from bis-phosphine oxides and trifluoromethanesulfonic anhydride are shown as general coupling reagents in a dehydrative glycosylation reaction of C1-hemiacetals. This reaction protocol is characterized by a broad substrate scope and high yields, including reactions of O-, C-, N-, and S-based nucleophiles with furanose, pyranose, and deoxysugar donors.

  由双膦氧化物和三氟甲磺酸酐生成的环状phospho酸酐显示为C1-半缩醛的脱水糖基化反应中的一般偶联剂。该反应方案的特征在于底物范围广且产率高，包括基于O-，C-，N-和S的亲核试剂与呋喃糖，吡喃糖和脱氧糖供体的反应。
• ——
  作者：L. O. Nindakova、B. A. Shainyan

  DOI：10.1023/a:1014338330802

  日期：——

  Transformation products of the cationic rhodium complex [(1,5-COD)Rh((-))R,R-DIOP]+CF3SO3- (1) (COD is cycloocta-1,5-diene and DIOP is (+/-)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane), which were obtained in its reactions with molecular hydrogen, base (NEW, and solvents in the absence of a substrate, were investigated by H-1 and P-31 NMR spectroscopy. The solvate complexes [(SOIv)(2)Rh((-))R.R-DIOP]+CF3SO3-, which were generated from complex I in its reaction with molecular hydrogen, underwent destruction ofthe diphosphine ligand with elimination of benzene and were subjected to oxidation by traces of moisture and oxygen to form the DIOP dioxide complex with Rh-1. In the absence of hydrogen, complex 1 in solutions produced the diphosphine dioxide rhodium(I) complex and mono- and binuclear rhodium(l) solvate complexes. The scheme of deactivation of the complex in the absence of the substrate was proposed. The catalytic activity of the solvate complexes [(ArH)Rfi((-))R,R-DIOP]+CF3SO3-, which contain benzene, p-xylene, and mesitylene in the coordination sphere, was studied in hydrogenation of Z-alpha-acetamidocinnamic acid.