(4-fluorophenethyl)(phenyl)phosphine | 1613631-04-1

• 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: (4-fluorophenethyl)(phenyl)phosphine
• 英文别名: 2-(4-Fluorophenyl)ethyl-phenylphosphane
• CAS: 1613631-04-1
• 化学式: C₁₄H₁₄FP
• 分子量: 232.237
• InChiKey: LVIWHELYZWZAKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  4
• 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：
  1

反应信息

• 作为产物：
  描述：

  4-氟苯乙烯 、 苯基膦 在 [2-MeOC₆H₄NC(tBu)N(C₆H₃-iPr₂-2,6)]SmN-(SiMe₃)2(THF) 作用下， 以 neat (no solvent) 为溶剂， 反应 4.0h， 生成 (4-fluorophenethyl)(phenyl)phosphine
  参考文献：
  名称：

  双和三齿氨基idi酸酯配体的酰胺Ln（II）配合物：氨基idi酸酯配体的非常规配位模式和苯乙烯和甲苯分子间加氢磷酸化的催化活性。

  摘要：

  杂环Ln（II）和Ca（II）酰胺[ t BuC（NC 6 H 3 - i Pr 2 -2,6）2 ] MN（SiMe 3）2（THF）（M = Yb（1Yb），Ca（1Ca）），[2-MeOC 6 H 4 NC（t Bu）N（C 6 H 3 - i Pr 2 -2,6）] LnN（SiMe 3）2（THF）（Ln = Sm（2Sm），Yb（2Yb））和[2-Ph 2 P（O）C 6 H 4 NC（t通过M [N（SiMeMe）的胺消除反应获得了由双齿和三齿a基配体配位的Bu）N（C 6 H 3 -Me 2 -2,6）] YbN（SiMe 3）2（THF）（3Yb）3）2 ]（THF）2（M = Yb，Sm，Ca）与母体am的收率良好。仅通过[ t BuC（NC 6 H 3）的盐复分解反应可以得到复合物[ t BuC（NC 6 H 3 - i Pr 2 -2,6）2 ] SmN（SiMe 3）2。-2，6-

  DOI：

  10.1021/acs.inorgchem.5b02450

文献信息

• Amido Ca and Yb(II) Complexes Coordinated by Amidine-Amidopyridinate Ligands for Catalytic Intermolecular Olefin Hydrophosphination
  作者：Ivan V. Lapshin、Olga S. Yurova、Ivan V. Basalov、Vasily Yu. Rad’kov、Elvira I. Musina、Anton V. Cherkasov、Georgy K. Fukin、Andrei A. Karasik、Alexander A. Trifonov

  DOI：10.1021/acs.inorgchem.8b00088

  日期：2018.3.5

  A series of amido Ca and Yb(II) complexes LM[N(SiMe3)2](THF) (1Yb, 1–4Ca) coordinated by amidine-amidopyridinate ligands L1–4 were synthesized via a transamination reaction between proligands L1–4H and bisamido complexes M[N(SiMe3)2]2(THF)2 (M = Yb, Ca). The reactions of Yb[N(SiMe3)2]2(THF)2 with proligands L2H-L4H containing CF3 and C6H4F fragments do not allow for preparing the target Yb(II) complexes

  一系列酰氨钙和Yb的（II）配合物LM [N（森达3）2 ]（THF）（1YB，1-4Ca）通过脒amidopyridinate协调配体大号1 - 4分别经由前配体之间的转氨基反应合成大号1 – 4 H和双酰胺基配合物M [N（SiMe 3）2 ] 2（THF）2（M = Yb，Ca）。Yb [N（SiMe 3）2 ] 2（THF）2与配体L 2 H - L的反应4 ħ含有CF 3和C 6 H ^ 4 ˚F片段不允许用于制备目标镱（II）配合物，而钙类似物被以良好的收率合成。络合物1YB和1 - 4CA评价为预催化剂用于苯乙烯的hydrophosphination， p -取代的苯乙烯，α-ME-苯乙烯，和2,3-二甲基与各种伯和仲膦（PhPH 2，2,4,6--ME 3 C 6 H 2 PH 2，2 -C 5 NH 4 PH 2，Ph 2 PH，Cy2 PH）。络合物1YB，1 - 4C
• Hydrophosphination of alkenes and alkynes with primary phosphines catalyzed by zirconium complexes bearing aminophenolato ligands
  作者：Yu Zhang、Xinxin Wang、Yaorong Wang、Dan Yuan、Yingming Yao

  DOI：10.1039/c8dt02122h

  日期：——

  activity and chemo-selectivity in catalyzing intermolecular hydrophosphination of C–C multiple bonds with primary phosphines under mild conditions. A broad range of alkenes and alkynes underwent a mono-addition reaction with phenylphosphine, which generated secondary phosphines in 39–99% yields and >7 : 1 selectivity (over double hydrophosphination).

  由胺桥联的双（酚基）配体稳定的锆配合物在温和条件下，在催化带有主膦的CC多重键的分子间加氢磷酸化方面表现出良好的活性和化学选择性。广泛的烯烃和炔烃与苯基膦进行单加成反应，生成次膦的产率为39-99％，选择性大于7：1（双氢磷化处理）。
• Amino Ether–Phenolato Precatalysts of Divalent Rare Earths and Alkaline Earths for the Single and Double Hydrophosphination of Activated Alkenes
  作者：Ivan V. Basalov、Bo Liu、Thierry Roisnel、Anton V. Cherkasov、Georgy K. Fukin、Jean-François Carpentier、Yann Sarazin、Alexander A. Trifonov

  DOI：10.1021/acs.organomet.6b00252

  日期：2016.10.10

  A range of stable ytterbium(II) amino ether-phenolato amido complexes of the type LONxOy}YbN(SiMe3)(2)}, together with a congeneric samarium(II) and two calcium and strontium amido and alkyl derivatives, have been synthesized. They constitute very active, fully regioselective (anti-Markovnikov), and chemoselective precatalysts for the intermolecular hydrophosphination of styrene derivatives with PhPH2, achieving TONs up to 2150, TOFs up to 30 h(-1) and chemoselectivities in the region of 95-99%. The ytterbium(II) precatalysts, among which is most prominently LONO4}YbN(SiMe3)(2)} (3), where the ligand possesses a 15-c-5-aza-crown ether side arm, outperform their related calcium analogues, and the activity of the catalyst increases substantially with the denticity of the ligand. The rate law rate = k[p-Bu-t-styrene] [3] was established, following kinetic monitoring of the hydrophosphination of p-Bu-t-styrene and PhPH2 catalyzed by 3. The kinetic studies also revealed that the reactions are entropically driven and that reaction rates increase when electron-withdrawing groups are introduced at the Para position of the styrenic substrate. It is proposed that these catalyzed hydrophosphination reactions proceed by rate-limiting olefin insertion into the [Yb] phosphide bond. The chemoselective one-pot, two-step double hydrophosphination of PhPH2 with 2 equiv of styrene yields tertiary phosphines. It obeys an unusual kinetic profile where formation of the tertiary phosphine starts only when complete consumption of PhPH2 is first ensured. This sequence was used to obtain asymmetric tertiary phosphines with excellent selectivity.
• Intermolecular Zirconium-Catalyzed Hydrophosphination of Alkenes and Dienes with Primary Phosphines
  作者：Michael B. Ghebreab、Christine A. Bange、Rory Waterman

  DOI：10.1021/ja503036z

  日期：2014.7.2

  Catalytic hydrophosphination of terminal alkenes and dienes with primary phosphines (RPH2; R = Cy, Ph) under mild conditions has been demonstrated using a zirconium complex, [kappa(5)-N,N,N,N,C-(Me3SiN-CH2CH2)(2)NCH2CH2NSiMe2CH]Zr (1). Exclusively anti-Markovnikov functionalized products were observed, and the catalysis is selective for either the secondary or tertiary phosphine (i.e., double hydrophosphination) products, depending on reaction conditions. The utility of the secondary phosphine products as substrates for further elaboration was demonstrated with a platinum-catalyzed asymmetric alkylation reaction.