(1-hexenyl)diphenylphosphine | 144101-35-9

• 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: (1-hexenyl)diphenylphosphine
• 英文别名: (Hex-1-en-1-yl)(diphenyl)phosphane；hex-1-enyl(diphenyl)phosphane
• CAS: 144101-35-9
• 化学式: C₁₈H₂₁P
• 分子量: 268.338
• InChiKey: LNRXGPZISVQPAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-己炔 、 二苯基膦 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 生成 (1-hexenyl)diphenylphosphine 、 (1-Methylene-pentyl)-diphenyl-phosphane 、 1,2-bis(diphenylphosphino)hexane
  参考文献：
  名称：

  Khachatryan, R. A.; Grigoryan, N. Yu.; Indzhikyan, M. G., Russian Journal of General Chemistry, 1994, vol. 64, # 8.1, p. 1134 - 1138

  摘要：

  DOI：

文献信息

• Sequential Addition of Phosphine to Alkynes for the Selective Synthesis of 1,2-Diphosphinoethanes under Catalysis. Well-Defined NHC-Copper Phosphides vs in Situ CuCl₂/NHC Catalyst
  作者：Jia Yuan、Lizhao Zhu、Jianying Zhang、Jianfeng Li、Chunming Cui

  DOI：10.1021/acs.organomet.6b00854

  日期：2017.1.23

  The well-defined NHC-copper phosphides [(NHC)CuPPh2](3) (1, NHC = 1,3-diisopropy1-4,5-dimethyli- midazol-2-ylidene (I'Pr); 2, NHC = N,N-di-tert-butylimidazol-2-ylidene ((IBu)-Bu-t)) have been prepared by the reaction of simple copper halides with HPPh2 in the presence of N-heterocyclic carbenes (NHCs). Complexes 1 and 2 enabled catalytic double hydrophosphination of alkyl and aryl terminal alkynes to yield 1,2-diphosphinoethanes selectively in good yields. On the basis of these results, the most efficient and pratical in situ CuCl2/NHC catalyst has been developed. It catalyzes the selective double hydrophosphination of the alkynes with high efficiency and a wide substrate scope and exhibits even better performance than the well-defined NHC-Cu phosphides. The mechanistic studies disclosed that the formation of a copper acetylide in the catalytic cycle played an important role in the acceleration of the catalytic process.