(2-phenylselenoethyl)diphenylphosphine | 1209497-09-5

• 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-phenylselenoethyl)diphenylphosphine
• 英文别名: PhSeCH2CH2PPh2；Ph2P(CH2)2SePh；Ph2PCH2CH2SePh；Diphenyl(2-phenylselanylethyl)phosphane；diphenyl(2-phenylselanylethyl)phosphane
• CAS: 1209497-09-5
• 化学式: C₂₀H₁₉PSe
• 分子量: 369.305
• InChiKey: UWSXEQOUMQAXOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 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-phenylselenoethyl)diphenylphosphine 以 二氯甲烷 为溶剂， 生成 [PtCl(Ph2PCH2CH2SePh)2]Cl
  参考文献：
  名称：

  螯合效应是选择性形成具有双齿膦基-硫醚配体的杂配 Pt(II) 配合物的驱动力

  摘要：

  卤化物诱导的配体重排反应 (HILR) 已被用于提供具有二齿膦基-硫醚配体的异连接 Rh(I)、Pd(II) 和 Pt(II) 配合物的选择性和排他性原位形成。为了深入了解这种独特反应的性质，我们通过逐步添加双齿膦基-硫醚（P、X；X = S 或 Se）和相关单齿膦配体与 Pt(II) 金属前体来探索该过程。通过使 1 当量的 P, X 双齿配体与 Pt(II) 反应，以定量产率获得相应的单连接复合物，并通过单晶 X 射线衍射研究和异核（31 P、77 Se 和195Pt) 溶液中的核磁共振光谱。这些物质进一步与第二当量的二齿配体或单齿乙基二苯基膦配体反应，导致杂配体的完全形成，或者在具有吸电子双齿配体的单齿配体的情况下，产品。基于这些异源连接、同源连接和单连接复合物之间的竞争性交换反应，我们得出结论，配体螯合在 Pt(II) HILR 中起着至关重要的作用。稳定的单连接复合物的原位优选形

  DOI：

  10.1021/ic101973s
• 作为产物：
  描述：

  二苯基二硒醚 、 2-氯乙基(二苯基)膦 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以78%的产率得到(2-phenylselenoethyl)diphenylphosphine
  参考文献：
  名称：

  Selective Formation of Heteroligated Pt(II) Complexes with Bidentate Phosphine-Thioether (P,S) and Phosphine-Selenoether (P,Se) Ligands via the Halide-Induced Ligand Rearrangement Reaction

  摘要：

  Bidentate phosphine-selenoether (P,Se) ligands were synthesized, and their heteroligated Pt(II) complexes were made and studied. The unique "P,S/P,Se" ligand coordination to Pt(II) can be realized via the halide-induced ligand rearrangement reaction. In all cases, the exclusive formation of semi-open heteroligated complexes was achieved as shown by P-31 and Se-77 NMR spectroscopy and from single crystal X-ray diffraction studies. This is the first example of the use of Se-77 NMR spectroscopy to characterize these types of structures through direct observation of the weak-link interaction with the metal center. Heteroligated structure formation is believed to be driven by the relative electron-donating ability of the substituent groups on the seleno or thioether moieties. This effect is studied by comparing the structures of corresponding "P,SMe" and "P,SeMe" complexes bearing a hemilabile "P,SCH2CF3" group, which is less sterically demanding than "P,SPh" but is similar in terms of electron withdrawing ability.

  DOI：

  10.1021/ic901991w

文献信息

• Versatile routes to selenoether functionalised tertiary phosphines
  作者：Tom J. Cunningham、Mark R. J. Elsegood、Paul F. Kelly、Martin B. Smith、Paul M. Staniland

  DOI：10.1039/c0dt00004c

  日期：——

  New selenoether functionalised tertiary phosphines, based on aryl (2a, 2b) or alkyl (4) backbones, have been synthesised and characterised. P,Se-chelation has been achieved upon complexation to square-planar PtII (3a) or PdII (3b) metal centres. For 3a and 3b, weak non-covalent M⋯Se contacts were established using single crystal X-ray crystallography.

  基于芳基（2a，2b）或烷基（4）骨架的新型硒醚官能化叔膦已被合成和表征。P，Se-螯合已通过络合至方平面实现铂II（3a）或钯二（3b）金属中心。对于3a和3b，弱的非共价M⋯硒 使用单晶X射线晶体学建立联系。
• Selective Formation of Heteroligated Pt(II) Complexes with Bidentate Phosphine-Thioether (P,S) and Phosphine-Selenoether (P,Se) Ligands via the Halide-Induced Ligand Rearrangement Reaction
  作者：Alexander M. Spokoyny、Mari S. Rosen、Pirmin A. Ulmann、Charlotte Stern、Chad A. Mirkin

  DOI：10.1021/ic901991w

  日期：2010.2.15

  Bidentate phosphine-selenoether (P,Se) ligands were synthesized, and their heteroligated Pt(II) complexes were made and studied. The unique "P,S/P,Se" ligand coordination to Pt(II) can be realized via the halide-induced ligand rearrangement reaction. In all cases, the exclusive formation of semi-open heteroligated complexes was achieved as shown by P-31 and Se-77 NMR spectroscopy and from single crystal X-ray diffraction studies. This is the first example of the use of Se-77 NMR spectroscopy to characterize these types of structures through direct observation of the weak-link interaction with the metal center. Heteroligated structure formation is believed to be driven by the relative electron-donating ability of the substituent groups on the seleno or thioether moieties. This effect is studied by comparing the structures of corresponding "P,SMe" and "P,SeMe" complexes bearing a hemilabile "P,SCH2CF3" group, which is less sterically demanding than "P,SPh" but is similar in terms of electron withdrawing ability.
• Chelating Effect as a Driving Force for the Selective Formation of Heteroligated Pt(II) Complexes with Bidentate Phosphino-Chalcoether Ligands
  作者：Mari S. Rosen、Alexander M. Spokoyny、Charles W. Machan、Charlotte Stern、Amy Sarjeant、Chad A. Mirkin

  DOI：10.1021/ic101973s

  日期：2011.2.21

  equivalent of either a bidentate ligand or the monodentate ethyl diphenylphosphine ligand, resulting in the clean formation of the heteroligated species or, in the case of the monodentate ligand with an electron-withdrawing bidentate ligand, a mixture of products. On the basis of competitive exchange reactions between these heteroligated, homoligated, and monoligated complexes, we conclude that ligand chelation

  卤化物诱导的配体重排反应 (HILR) 已被用于提供具有二齿膦基-硫醚配体的异连接 Rh(I)、Pd(II) 和 Pt(II) 配合物的选择性和排他性原位形成。为了深入了解这种独特反应的性质，我们通过逐步添加双齿膦基-硫醚（P、X；X = S 或 Se）和相关单齿膦配体与 Pt(II) 金属前体来探索该过程。通过使 1 当量的 P, X 双齿配体与 Pt(II) 反应，以定量产率获得相应的单连接复合物，并通过单晶 X 射线衍射研究和异核（31 P、77 Se 和195Pt) 溶液中的核磁共振光谱。这些物质进一步与第二当量的二齿配体或单齿乙基二苯基膦配体反应，导致杂配体的完全形成，或者在具有吸电子双齿配体的单齿配体的情况下，产品。基于这些异源连接、同源连接和单连接复合物之间的竞争性交换反应，我们得出结论，配体螯合在 Pt(II) HILR 中起着至关重要的作用。稳定的单连接复合物的原位优选形