Dicyclohexyl(4-diphenylphosphanylbutyl)phosphane | 343952-61-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Dicyclohexyl(4-diphenylphosphanylbutyl)phosphane
• CAS: 343952-61-4
• 化学式: C₂₈H₄₀P₂
• 分子量: 438.573
• InChiKey: NXPVGAHGTCAIEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  tetrafluoroboric acid 、 acethylacetonato(1,5-cyclooctadiene)rhodium(I) 、 Dicyclohexyl(4-diphenylphosphanylbutyl)phosphane 以 四氢呋喃 为溶剂， 以56%的产率得到
  参考文献：
  名称：

  Synthesis of achiral, but unsymmetric, seven-membered rhodium(I)-chelates for hydrogenation in the chiral environment of alkyl polyglucoside micelles

  摘要：

  Chiral rhodium(I) chelates containing a seven-membered ring are well-known active catalysts for the asymmetric hydrogenation of amino acid precursors. A high conformational flexibility allows their enantioselectivity to be strongly influenced by modifiers. Now we show the nature of the counter-ions to have a large influence in apolar solvents. In addition, the presence of micelle forming alkyl polyglycosides as amphiphiles causes a remarkable increase in the enantiomeric excess (%ee). However, on achiral catalysts this enantioselectivity inducing effect scarcely exceeds the standard deviation for the gas chromatographic determination of the enantiomeric ratio. This is also true for the application of unsymmetric P,P'-ligands such as 3-phosphinopropyl-phosphinites or butane-1,4-diyl-bis(phosphines) carrying different P'-aryl groups, for which synthetic routes are given. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00845-7
• 作为产物：
  描述：

  4-diphenylphosphanyl-butan-1-ol 在 四氟硼酸-二乙醚络合物 、 正丁基锂 、 硼烷 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Dicyclohexyl(4-diphenylphosphanylbutyl)phosphane
  参考文献：
  名称：

  Synthesis of achiral, but unsymmetric, seven-membered rhodium(I)-chelates for hydrogenation in the chiral environment of alkyl polyglucoside micelles

  摘要：

  Chiral rhodium(I) chelates containing a seven-membered ring are well-known active catalysts for the asymmetric hydrogenation of amino acid precursors. A high conformational flexibility allows their enantioselectivity to be strongly influenced by modifiers. Now we show the nature of the counter-ions to have a large influence in apolar solvents. In addition, the presence of micelle forming alkyl polyglycosides as amphiphiles causes a remarkable increase in the enantiomeric excess (%ee). However, on achiral catalysts this enantioselectivity inducing effect scarcely exceeds the standard deviation for the gas chromatographic determination of the enantiomeric ratio. This is also true for the application of unsymmetric P,P'-ligands such as 3-phosphinopropyl-phosphinites or butane-1,4-diyl-bis(phosphines) carrying different P'-aryl groups, for which synthetic routes are given. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00845-7

文献信息

• CARBONYLATION CATALYST SYSTEM
  申请人：DSM N.V.

  公开号：EP0977628B1

  公开（公告）日：2001-06-20
• US6232262B1
  申请人：——

  公开号：US6232262B1

  公开（公告）日：2001-05-15
• [EN] CARBONYLATION CATALYST SYSTEM<br/>[FR] SYSTEME DE CATALYSEUR DE CARBONYLATION
  申请人：DSM N.V.

  公开号：WO1998045040A1

  公开（公告）日：1998-10-15

  (EN) Catalyst system comprising a palladium compound, an acid compound having a pKa > 2 measured in water of 18 °C and an non-symmetrical bidentate phosphorous ligand according to formula (I) in which the -PR1R2 group is different from the -PR3R4 group and in which X is a divalent organic bridging group, in which the shortest direct link between the two phosphorous atoms in the bridging group X consists of a chain of 2-10 carbon atoms and optionally a sulphur or oxygen atom.(FR) Ce système de catalyseur comprend un composé de palladium, un composé acide possédant un pKa supérieur à 2 tel que mesuré dans de l'eau à 18 °C, ainsi qu'un ligand phosphoré bidenté, non symétrique et correspondant à la formule (I) dans laquelle le groupe -PR1R2 est différent du groupe -PR3R4, et X représente un groupe organique et divalent de formation de ponts, la liaison directe la plus courte entre les deux atomes phosphorés du groupe X de formation de ponts consistant en une chaîne possédant 2 à 10 atomes de carbones et éventuellement un atome de soufre ou d'oxygène.
• Synthesis of achiral, but unsymmetric, seven-membered rhodium(I)-chelates for hydrogenation in the chiral environment of alkyl polyglucoside micelles
  作者：V Fehring、R Kadyrov、M Ludwig、J Holz、K Haage、R Selke

  DOI：10.1016/s0022-328x(00)00845-7

  日期：2001.3

  Chiral rhodium(I) chelates containing a seven-membered ring are well-known active catalysts for the asymmetric hydrogenation of amino acid precursors. A high conformational flexibility allows their enantioselectivity to be strongly influenced by modifiers. Now we show the nature of the counter-ions to have a large influence in apolar solvents. In addition, the presence of micelle forming alkyl polyglycosides as amphiphiles causes a remarkable increase in the enantiomeric excess (%ee). However, on achiral catalysts this enantioselectivity inducing effect scarcely exceeds the standard deviation for the gas chromatographic determination of the enantiomeric ratio. This is also true for the application of unsymmetric P,P'-ligands such as 3-phosphinopropyl-phosphinites or butane-1,4-diyl-bis(phosphines) carrying different P'-aryl groups, for which synthetic routes are given. (C) 2001 Elsevier Science B.V. All rights reserved.