2-Cyclopent-2-en-1-ylethyl(phenyl)phosphane | 1027088-67-0

• 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-Cyclopent-2-en-1-ylethyl(phenyl)phosphane
• CAS: 1027088-67-0
• 化学式: C₁₃H₁₇P
• 分子量: 204.252
• InChiKey: VLGLTOZWJIEPSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2-Cyclopent-2-en-1-ylethyl(phenyl)phosphane 在 偶氮二异丁腈 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Synthesis and Reactivity of New Chiral Bicyclic Phospholanes as Acyl-Transfer Catalysts

  摘要：

  Synthesis of chiral phosphines 1a, 14a, and 18a as nucleophilic catalysts for anhydride activation and kinetic resolution of alcohols is described. Radical cyclization of alkenylphosphines produced the phosphabicyclooctane (PBO) core of catalysts la and 14a, while 18a was made by quenching a metallocycle precursor with dichlorophenylphosphine. Catalysts la and 14a are less reactive, while 18a is comparable to the most reactive catalysts in the PBO family. The preferred ground-state geometries of phosphine-boranes were identified using computational methods, and were correlated with the catalytic reactivity of the corresponding free phosphines.

  DOI：

  10.1021/jo0519155
• 作为产物：
  描述：

  methanesulfonic acid 2-cyclopent-2-enylethyl ester 、 苯基膦 在 正丁基锂 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 1.0h， 生成 2-Cyclopent-2-en-1-ylethyl(phenyl)phosphane
  参考文献：
  名称：

  Synthesis and Reactivity of New Chiral Bicyclic Phospholanes as Acyl-Transfer Catalysts

  摘要：

  Synthesis of chiral phosphines 1a, 14a, and 18a as nucleophilic catalysts for anhydride activation and kinetic resolution of alcohols is described. Radical cyclization of alkenylphosphines produced the phosphabicyclooctane (PBO) core of catalysts la and 14a, while 18a was made by quenching a metallocycle precursor with dichlorophenylphosphine. Catalysts la and 14a are less reactive, while 18a is comparable to the most reactive catalysts in the PBO family. The preferred ground-state geometries of phosphine-boranes were identified using computational methods, and were correlated with the catalytic reactivity of the corresponding free phosphines.

  DOI：

  10.1021/jo0519155