(1-(4-(tert-butyl)phenyl)ethane-1,2-diyl)bis(diphenylphosphine) | 1387578-75-7

• 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-(4-(tert-butyl)phenyl)ethane-1,2-diyl)bis(diphenylphosphine)
• 英文别名: 1,2-bis(diphenylphosphino)-1-(4-tert-butylphenyl)ethane；[1-(4-Tert-butylphenyl)-2-diphenylphosphanylethyl]-diphenylphosphane
• CAS: 1387578-75-7
• 化学式: C₃₆H₃₆P₂
• 分子量: 530.629
• InChiKey: KGSZZZPPOQBGEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  4-叔-丁基苯基乙炔 、 二苯基膦 在 dicarbonyl(cyclopentadienyl)methyliron(II) 作用下， 反应 72.0h， 以73%的产率得到(1-(4-(tert-butyl)phenyl)ethane-1,2-diyl)bis(diphenylphosphine)
  参考文献：
  名称：

  铁络合物催化末端芳炔的区域选择性双氢膦化反应

  摘要：

  炔烃的第一次催化双氢膦化反应是通过在铁催化剂存在下与二芳基膦反应实现的。双氢膦化反应对各种仲芳基膦和末端炔烃进行区域选择性和有效的反应，得到 1,2-双膦基乙烷衍生物。

  DOI：

  10.1021/ja304818c

文献信息

• Visible-light and thermal driven double hydrophosphination of terminal alkynes using a commercially available iron compound
  作者：Brandon J. Ackley、Justin K. Pagano、Rory Waterman

  DOI：10.1039/c8cc00847g

  日期：——

  A commercially available iron compound, [CpFe(CO)2]2 (1) (Cp = η5-C5H5), is an efficient catalyst for the double hydrophosphination of terminal aryl alkynes with diphenylphosphine under visible light irradiation or thermal conditions with a reduction of reaction times of up to two orders of magnitude for some substrates over literature reports. The 1,2-bis(diphenylphosphino)ethane products generated

  市售的铁化合物，[CPFe的量（CO）2 ] 2（1）（CP =η 5 -C 5 H ^ 5），是用于与二苯基膦可见光照射或热的条件下末端芳炔烃组成的双hydrophosphination一个有效的催化剂与文献报道相比，某些底物的反应时间缩短了两个数量级。在这些反应中产生的1,2-双（二苯基膦基）乙烷产物很容易以高收率分离。
• 1,1-Diphosphines and divinylphosphines <i>via</i> base catalyzed hydrophosphination
  作者：N. T. Coles、M. F. Mahon、R. L. Webster

  DOI：10.1039/c8cc05890c

  日期：——

  be reported: these narrow bite angle pro-ligands have been used to great effect as ligands in homogeneous catalysis. We herein demonstrate that terminal alkynes readily undergo double hydrophosphination with HPPh2 and catalytic potassium hexamethyldisilazane (KHMDS) to generate 1,1-diphosphines. A change to H2PPh leads to the formation of P,P-divinyl phosphines.

  催化氢磷酸化成1,1-二膦的途径尚未有报道：这些窄的咬角前配体已在均相催化中作为配体发挥了很大作用。我们在本文中证明末端炔烃易于与HPPh 2和催化的六甲基二硅氮烷钾（KHMDS）进行双重氢磷酸化，以生成1,1-二膦。H 2 PPh的变化导致形成P，P-二乙烯基膦。
• 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.