[(3R,4R)-3,4-bis(diphenylphosphanyl)pyrrolidin-1-yl]-(3,4,5-tris-decoxyphenyl)methanone | 1209462-88-3

• 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: [(3R,4R)-3,4-bis(diphenylphosphanyl)pyrrolidin-1-yl]-(3,4,5-tris-decoxyphenyl)methanone
• CAS: 1209462-88-3
• 化学式: C₆₅H₉₁NO₄P₂
• 分子量: 1012.39
• InChiKey: ZJHVITCNDRXKOQ-APQHLZGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.4
• 重原子数：
  72
• 可旋转键数：
  37
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (3R,4R)-3,4-bis(diphenylphosphino)pyrrolidine hydrochloride 、 3,4,5-tris(decyloxy)benzoic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以94%的产率得到[(3R,4R)-3,4-bis(diphenylphosphanyl)pyrrolidin-1-yl]-(3,4,5-tris-decoxyphenyl)methanone
  参考文献：
  名称：

  Synthesis and application of peripherally alkyl-functionalized dendritic pyrphos ligands: Homogeneous-supported catalysts for enantioselective hydrogenation

  摘要：

  A new series of dendritic ligands with a chiral diphosphine located at the focal point have been synthesized through coupling of (R, R)-3,4-bis(biphenylphosphino)pyrrolidine (pyrphos) with peripherally alkyl-functionalized benzoic acid dendrons. These ligands were employed in the Rh-catalyzed asymmetric hydrogenation of prochiral dehydroamino acids, exhibiting excellent catalytic activities and enantioselectivities. The second-generation dendritic catalyst could be recovered by simple liquid-liquid biphasic separation and reused four times without serious loss of its activity and selectivity. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2009.09.004
• 作为试剂：
  描述：

  DL-N-乙酰氨基肉桂酸 在 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 [(3R,4R)-3,4-bis(diphenylphosphanyl)pyrrolidin-1-yl]-(3,4,5-tris-decoxyphenyl)methanone 、 氢气 作用下， 以 甲醇 、 环己烷 为溶剂， 20.0 ℃ 、6.08 MPa 条件下， 反应 2.0h， 生成 N-乙酰-L-苯丙氨酸
  参考文献：
  名称：

  Synthesis and application of peripherally alkyl-functionalized dendritic pyrphos ligands: Homogeneous-supported catalysts for enantioselective hydrogenation

  摘要：

  A new series of dendritic ligands with a chiral diphosphine located at the focal point have been synthesized through coupling of (R, R)-3,4-bis(biphenylphosphino)pyrrolidine (pyrphos) with peripherally alkyl-functionalized benzoic acid dendrons. These ligands were employed in the Rh-catalyzed asymmetric hydrogenation of prochiral dehydroamino acids, exhibiting excellent catalytic activities and enantioselectivities. The second-generation dendritic catalyst could be recovered by simple liquid-liquid biphasic separation and reused four times without serious loss of its activity and selectivity. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2009.09.004

文献信息

• Synthesis and application of peripherally alkyl-functionalized dendritic pyrphos ligands: Homogeneous-supported catalysts for enantioselective hydrogenation
  作者：Bing Yi、Hua-Ping He、Qing-Hua Fan

  DOI：10.1016/j.molcata.2009.09.004

  日期：2010.1

  A new series of dendritic ligands with a chiral diphosphine located at the focal point have been synthesized through coupling of (R, R)-3,4-bis(biphenylphosphino)pyrrolidine (pyrphos) with peripherally alkyl-functionalized benzoic acid dendrons. These ligands were employed in the Rh-catalyzed asymmetric hydrogenation of prochiral dehydroamino acids, exhibiting excellent catalytic activities and enantioselectivities. The second-generation dendritic catalyst could be recovered by simple liquid-liquid biphasic separation and reused four times without serious loss of its activity and selectivity. (C) 2009 Elsevier B.V. All rights reserved.