1-diphenylphosphinoyl-3-trimethylsilylprop-1-ene | 113131-98-9

• 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-diphenylphosphinoyl-3-trimethylsilylprop-1-ene
• 英文别名: (E)-1-(diphenylaminophosphinyl)-3-trimethylsilylpropene；(E)-1-(diphenylphosphinyl)-3-trimethylsilylpropene；[(E)-3-diphenylphosphorylprop-2-enyl]-trimethylsilane
• CAS: 113131-98-9
• 化学式: C₁₈H₂₃OPSi
• 分子量: 314.439
• InChiKey: HFNLIJQWIIRPPS-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-diphenylphosphinoyl-3-trimethylsilylprop-1-ene 在 碘 作用下， 以 四氢呋喃 为溶剂， 以29%的产率得到1-diphenylphosphinoyl-3-iodoprop-1-ene
  参考文献：
  名称：

  Grayson, J. Ian; Warren, Stuart; Zaslona, Alex T., Journal of the Chemical Society. Perkin transactions I, 1987, p. 967 - 976

  摘要：

  DOI：
• 作为产物：
  描述：

  烯丙基三甲基硅烷 、 (乙烯基-苯基磷酰)苯 在 钌 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到1-diphenylphosphinoyl-3-trimethylsilylprop-1-ene
  参考文献：
  名称：

  Cross-metathesis, a versatile synthetic methodology for the construction of alkenyl phosphine oxides and bis-phosphine oxides

  摘要：

  Substituted vinyl and allyl phosphine oxides have been prepared by olefin cross-metathesis providing exclusive E olefin stereochemistry. The methodology has been successfully extended to the preparation of various bis-phosphine oxides. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01842-2

文献信息

• Diphosphino-Functionalized MCM-41-Immobilized Rhodium Complex: A Highly Efficient and Recyclable Catalyst for the Hydrophosphinylation of Terminal Alkynes
  作者：Fang Yao、Jian Peng、Wenyan Hao、Mingzhong Cai

  DOI：10.1007/s10562-012-0781-9

  日期：2012.6

  this heterogeneous rhodium complex is a highly efficient catalyst for the hydrophosphinylation of terminal alkynes with diphenylphosphine oxide and can be recovered and recycled by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decreases in activity.Graphical AbstractHydrophosphinylation of terminal alkynes using diphosphino-functionalized MCM-41-immobilized

  二膦基功能化的 MCM-41 固定化铑配合物 (MCM-41-2P-RhCl3) 是由市售且廉价的 γ-氨基丙基三乙氧基硅烷通过固定在介孔 MCM-41 上，然后与二苯基膦甲醇和氯化铑反应合成的。发现这种多相铑配合物是一种高效催化剂，用于末端炔烃与二苯基氧化膦的氢膦酰化反应，可以通过反应溶液的简单过滤回收和循环使用，并用于至少 10 次连续试验，而不会降低活性。图形摘要描述了使用二膦基官能化 MCM-41 固定化铑配合物 (MCM-41-2P-RhCl3) 作为有效的多相催化剂对末端炔烃进行氢膦酰化。
• Highly regio- and stereoselective hydrophosphinylation of acetylenes with diphenylphosphine oxide catalyzed by immobilization of rhodium in MCM-41
  作者：Yixiang Huang、Wenyan Hao、Guodong Ding、Ming-Zhong Cai

  DOI：10.1016/j.jorganchem.2012.05.031

  日期：2012.9

  Highly regio- and stereoselective hydrophosphinylation of a wide range of acetylenes with diphenylphosphine oxide was achieved in toluene at 70 degrees C in the presence of 2 mol% of an MCM-41-immobilized bidentate phosphine rhodium complex [MCM-41-2P-RhCl(PPh3)], yielding a variety of (E)-alkenylphosphine oxides in good to excellent yields. This heterogeneous rhodium catalyst can be easily recovered and recycled by a simple filtration of the reaction solution and used for at least 10 consecutive trials without significant loss of activity or selectivity. (C) 2012 Elsevier B. V. All rights reserved.
• Rhodium-Catalyzed Regio- and Stereoselective Addition of Diphenylphosphine Oxide to Alkynes
  作者：Li-Biao Han、Chang-Qiu Zhao、Masato Tanaka

  DOI：10.1021/jo010337z

  日期：2001.8.1
• GRAYSON, J. IAN;WARREN, STUART;ZASLONA, ALEX T., J. CHEM. SOC. PERKIN TRANS.,(1987) N 5, 967-976
  作者：GRAYSON, J. IAN、WARREN, STUART、ZASLONA, ALEX T.

  DOI：——

  日期：——
• Grayson, J. Ian; Warren, Stuart; Zaslona, Alex T., Journal of the Chemical Society. Perkin transactions I, 1987, p. 967 - 976
  作者：Grayson, J. Ian、Warren, Stuart、Zaslona, Alex T.

  DOI：——

  日期：——