3-Diphenylphosphanyloxypropyl(diphenyl)phosphane | 343952-44-3

• 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: 3-Diphenylphosphanyloxypropyl(diphenyl)phosphane
• CAS: 343952-44-3
• 化学式: C₂₇H₂₆OP₂
• 分子量: 428.45
• InChiKey: BPAXXCQFBWMEEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tetrafluoroboric acid 、 acethylacetonato(1,5-cyclooctadiene)rhodium(I) 、 3-Diphenylphosphanyloxypropyl(diphenyl)phosphane 以 四氢呋喃 为溶剂， 以82%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：

  diphenyl(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)phosphine 在 吡啶 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 20.0h， 生成 3-Diphenylphosphanyloxypropyl(diphenyl)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

• [EN] HYDROGENATION OF ESTERS OR CARBONYL GROUPS WITH PHOSPHINO-OXIDE BASED RUTHENIUM COMPLEXES<br/>[FR] HYDROGÉNATION DE GROUPES ESTER OU CARBONYLE AVEC DES COMPLEXES DE RUTHÉNIUM À BASE D'OXYDE DE PHOSPHINE
  申请人：FIRMENICH & CIE

  公开号：WO2010038209A1

  公开（公告）日：2010-04-08

  The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones, aldehydes and esters or lactones into the corresponding alcohol or diol respectively. Said catalysts are ruthenium complexes comprising a ligand of the type (N-N) type and a ligand of the type (P-PO).
• 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.