2-((1S,2S)-2-Diphenylphosphanyl-cyclopentyl)-1,3-diisopropyl-[1,3,2]diazaphospholidine | 651725-01-8

• 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: 2-((1S,2S)-2-Diphenylphosphanyl-cyclopentyl)-1,3-diisopropyl-[1,3,2]diazaphospholidine
• 英文别名: [(1S,2S)-2-[1,3-di(propan-2-yl)-1,3,2-diazaphospholidin-2-yl]cyclopentyl]-diphenylphosphane
• CAS: 651725-01-8
• 化学式: C₂₅H₃₆N₂P₂
• 分子量: 426.522
• InChiKey: XXFNEORTJHUGIQ-DQEYMECFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-((1S,2S)-2-Diphenylphosphanyl-cyclopentyl)-1,3-diisopropyl-[1,3,2]diazaphospholidine 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 0.17h， 以94%的产率得到dichloro-[(1S,2S)-2-diphenylphosphanylcyclopentyl]phosphane
  参考文献：
  名称：

  Homochiral cyclopentane-based C1-symmetric P,P ligands C5H8(PPh2)(PR2) from C2-symmetric C5H8(PCl2)2

  摘要：

  Treatment of 1,2-trans-C5H8(PCl2)(2) with 1,2-C2H4(NHPr-i)(2) gave the C-2-symmetric perhydro-1,6,2,5-diazaphosphocine C5H8{P(Cl)N(Pr-i)CH2}(2)-cyclo, which produced dissymmetric C5H8(PPh2){P[N(Pr-i)CH2](2)-cyclo} on further reaction with PhMgBr. Cleavage of the P-N bonds with gaseous HCl afforded C5H8(PPh2)(PCl2), which was converted to C5H8(PPh2){P(OPh)(2)}(2) by reaction with phenol. All chiral P,P derivatives were obtained as racemates as well as resolved (1R,2R)-and (1S,2S)-enantiomers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.071
• 作为产物：
  描述：

  trans-1,2-bis(dichlorophosphino)cyclopentane 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 2-((1S,2S)-2-Diphenylphosphanyl-cyclopentyl)-1,3-diisopropyl-[1,3,2]diazaphospholidine
  参考文献：
  名称：

  Homochiral cyclopentane-based C1-symmetric P,P ligands C5H8(PPh2)(PR2) from C2-symmetric C5H8(PCl2)2

  摘要：

  Treatment of 1,2-trans-C5H8(PCl2)(2) with 1,2-C2H4(NHPr-i)(2) gave the C-2-symmetric perhydro-1,6,2,5-diazaphosphocine C5H8{P(Cl)N(Pr-i)CH2}(2)-cyclo, which produced dissymmetric C5H8(PPh2){P[N(Pr-i)CH2](2)-cyclo} on further reaction with PhMgBr. Cleavage of the P-N bonds with gaseous HCl afforded C5H8(PPh2)(PCl2), which was converted to C5H8(PPh2){P(OPh)(2)}(2) by reaction with phenol. All chiral P,P derivatives were obtained as racemates as well as resolved (1R,2R)-and (1S,2S)-enantiomers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.071

文献信息

• Homochiral cyclopentane-based C1-symmetric P,P ligands C5H8(PPh2)(PR2) from C2-symmetric C5H8(PCl2)2
  作者：Lutz Dahlenburg、Andreas Wühr

  DOI：10.1016/j.tetlet.2003.10.071

  日期：2003.12

  Treatment of 1,2-trans-C5H8(PCl2)(2) with 1,2-C2H4(NHPr-i)(2) gave the C-2-symmetric perhydro-1,6,2,5-diazaphosphocine C5H8P(Cl)N(Pr-i)CH2}(2)-cyclo, which produced dissymmetric C5H8(PPh2)P[N(Pr-i)CH2](2)-cyclo} on further reaction with PhMgBr. Cleavage of the P-N bonds with gaseous HCl afforded C5H8(PPh2)(PCl2), which was converted to C5H8(PPh2)P(OPh)(2)}(2) by reaction with phenol. All chiral P,P derivatives were obtained as racemates as well as resolved (1R,2R)-and (1S,2S)-enantiomers. (C) 2003 Elsevier Ltd. All rights reserved.