bis(3-trifluoromethylphenyl)chlorophosphane | 13685-25-1

• 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: bis(3-trifluoromethylphenyl)chlorophosphane
• 英文别名: bis[3-(trifluoromethyl)phenyl]chlorophosphine；Chloro-bis[3-(trifluoromethyl)phenyl]phosphane
• CAS: 13685-25-1
• 化学式: C₁₄H₈ClF₆P
• 分子量: 356.635
• InChiKey: BKHDQHSEYWKDFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  109-110 °C(Press: 1 Torr)
• 密度：
  1.4251 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis(3-trifluoromethylphenyl)chlorophosphane 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.5h， 以93%的产率得到bis(α,α,α-trifluoro-3-tolyl)phosphine
  参考文献：
  名称：

  亚氨基膦类化合物：合成，铑配合物和钌（II）催化的腈水合反应

  摘要：

  Highly stable iminophosphanes, obtained from alkylating nitriles and reaction of the resulting nitrilium ions with secondary phosphanes, were explored as tunable P-monodentate and 1,3-P,N bidentate ligands in rhodium complexes. X-ray crystal structures are reported for both k1 and k2 complexes with the counterion in one of them being an unusual anionic coordination polymer of silver triflate. The iminophosphane-based ruthenium(II)-catalyzed hydration of benzonitrile in 1,2-dimethoxyethane (180 degrees C, 3 h) and water (100 degrees C, 24 h) and under solvent free conditions (180 degrees C, 3 h) results in all cases in the selective formation of benzamide with yields of up to 96%, thereby outperforming by far the reactions in which the common 2-pyridyldiphenylphosphane is used as the 1,3-P,N ligand.

  DOI：

  10.1021/acs.organomet.7b00057
• 作为产物：
  描述：

  间溴三氟甲苯 在 magnesium 、 三氯化磷 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 bis(3-trifluoromethylphenyl)chlorophosphane
  参考文献：
  名称：

  分子内稳定的10族金属苯乙烯和亚锡配合物：多途径合成和铂到锡烷基转移的观察

  摘要：

  [PdClMe（P ^ N）2 ]与SnCl 2反应，然后进行Cl吸附导致明显的PdC键活化，从而导致甲基亚锡基物种反式-[PdCl {（P ^ N）2 SnClMe}] [BF 4 ] （P ^ N =二芳基膦基-N-杂环）。与此相反，铂类似物与的SnCl的反应2根引线与Pt  Cl键的激活，从而导致methylplatinum物种反式- [{PTME（P ^ N）2的SnCl 2 }] [BF 4]。随着时间的流逝，它们异构化为甲基亚锡基物质，表明可以分离出Pt的动力学和热力学产物，而对于Pd，则只能分离出甲基亚锡的配合物。在存在P ^ N配体的情况下，将RSnCl 3（R = Me，Bu，Ph）氧化添加到M 0前体（M = Pd或Pt）会导致二膦锡锡夹钳配合物反式-[MCl {（P ^ N）2 SnCl （R）}] [SnCl 4 R]，其结构与插入SnCl 2的产物相似。这表明，除了RSnCl的3到M

  DOI：

  10.1002/chem.201404071

文献信息

• Copper-Catalyzed Asymmetric Conjugate Addition with Chiral SimplePhos Ligands
  作者：Laëtitia Palais、Alexandre Alexakis

  DOI：10.1002/chem.200901577

  日期：2009.10.12

  they can be highly functionalised. Herein we report the copper‐catalysed asymmetric conjugate addition of diethyl zinc and trialkylaluminium reagents with SimplePhos ligands, which gives high enantioselectivity with cyclic enones, acyclic enones and nitro‐olefins, with up to 98.6 % ee. Of particular interest is the reaction of trialkylaluminium reagents with a wide range of 3‐substituted enones, thus

  SimplePhos配体基于磷原子上的手性胺部分和柔性二芳基，代表一类新型的单齿手性配体。它们可以通过两种不同的途径轻松制备，并且可以高度功能化。在本文中，我们报告了具有SimplePhos配体的铜催化的二乙基锌和三烷基铝试剂的铜催化不对称共轭加成反应，它与环烯酮，无环烯酮和硝基烯烃的对映选择性很高，ee高达98.6％  。特别令人感兴趣的是三烷基铝试剂与各种3-取代的烯酮的反应，从而可以形成立体异构的季碳中心。
• Synthesis and Characterization of Ruthenium(II) Complexes Containing Chiral Bis(ferrocenyl)−P₃ or −P₂S Ligands. Asymmetric Transfer Hydrogenation of Acetophenone
  作者：Pierluigi Barbaro、Claudio Bianchini、Antonio Togni

  DOI：10.1021/om970116c

  日期：1997.6.1

  sodium salt. All the above reactions proceed with retention of configuration on the side-chain stereocenters of the starting materials. Monomeric Ru(II) complexes containing either chloride or acetonitrile coligands have been prepared with all the chiral tridentate ligands. Both the new ligands and the ruthenium complexes have been characterized by multinuclear NMR spectroscopy. The structure of [(S

  通过环己基膦与不同手性二茂铁基氨基膦在热乙酸中的反应，已经合成了许多新的手性双（二茂铁基）-三膦配体。硫醚配体双（S）-1-[（R）-2-（二苯基膦基）二茂铁基]乙基}硫化物已通过（S）-1-[（R）-2-（二苯基膦基）的反应类似地制备。（S）-1-[（R）-2-（二苯基膦基）二茂铁基]乙基硫醇或（S）-1-[（R）-2-（二苯基膦基）二茂铁基]乙基硫醇钠盐。所有上述反应在起始材料的侧链立体中心保持构型的情况下进行。已经与所有手性三齿配体一起制备了包含氯化物或乙腈大分子配体的单体Ru（II）配合物。新的配体和钌配合物都已通过多核NMR光谱进行了表征。[（S）-（R）-Pigiphos] RuCl 2 ·2CH 2 Cl 2（（S）-（R）-Pigiphos = bis （（S）-1-[（R）-2-（二苯基膦基）二茂铁基]乙基}环己基膦）已通过X射线衍射测定。还报道了丙-2-醇中各种Ru
• Structural Aspects of Palladium and Platinum Complexes With Chiral Diphosphinoferrocenes Relevant to the Regio- and Stereoselective Copolymerization of CO with Propene
  作者：Céline Gambs、Giambattista Consiglio、Antonio Togni

  DOI：10.1002/1522-2675(20011017)84:10<3105::aid-hlca3105>3.0.co;2-l

  日期：2001.10.17

  A series of chiral diphosphinoferrocene ligands 3a-i, derived from josiphos (=(2R)-1-[(1R)-1-(dicyclohexylphosphino)ethyl]-2-(diphenylphosphino)ferrocene, formerly called [(R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl}dicycloxexylphosphine) where the electronic properties of the ligand are systematically varied, were prepared. X-Ray studies of five of these new ligands confirmed that these compounds display very similar conformations in the solid state and that no structural criteria could be found indicating the modified electronic properties. These ligands find application in the Pd-catalyzed highly regio- and stereoselective CO/propene copolymerization reaction, where the electronic properties of the ligand show a great impact on the catalyst activity. Coordination-chemical aspects of these diphosphinoferrocenes relevant to the CO/propene copolymerization reaction were addressed by the preparation and characterization of Pd- and Pt-complexes of the general formula [PdCl2(P-P)] (5), [PdMe2(P-P)] (6), [PdClMe(P-P)] (7), [PdMe(MeCN)(P-P)]PF6 (8), and [PtClMe(P-P)] (9) (P-P=chiral diphosphinoferrocene ligand (3a-h), four of which were characterized by X-ray crystallography.
• METHOD FOR THE PREPARATION OF AMINOPHOSPHINE LIGANDS AND THEIR USE IN METAL CATALYSTS
  申请人：Kanata Chemical Technologies Inc.

  公开号：EP2167515A1

  公开（公告）日：2010-03-31
• US6084133A
  申请人：——

  公开号：US6084133A

  公开（公告）日：2000-07-04