1-(dimethylphosphanyl)-2-fluorobenzene

• 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-(dimethylphosphanyl)-2-fluorobenzene
• 英文别名: dimethyl(2-fluorophenyl)phosphane；(2-fluorophenyl)-dimethylphosphane
• 化学式: C₈H₁₀FP
• 分子量: 156.14
• InChiKey: BXJYOZSEFIESKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(dimethylphosphanyl)-2-fluorobenzene 、 2,6-diisopropyl-1-azidobenzene 以 乙醚 为溶剂， 反应 2.0h， 以95%的产率得到
  参考文献：
  名称：

  Synthesis and thermal behavior of dimethyl scandium complexes featuring anilido-phosphinimine ancillary ligands

  摘要：

  A family of N,N donor ligands [1-(NHAr)-2-(PR2= NAr')C6H4] (1a-d; Ar = 2,6-Pr-i(2)-C6H3, R = Me, Ph, Ar' = 2,4,6-Me-3-C6H2, 2-Pr-i-C6H4, 2,6-Pr-i(2)-C6H3) has been prepared and fully characterized by multinuclear NMR spectroscopy and X-ray crystallography. Lithiation of the N-H unit and subsequent salt metathesis protocols with ScCl3THF3 provides an avenue to organometallic scandium complexes. The resultant base-free monomeric dichlorides LScCl2, 3a-d, have been fully characterized by NMR spectroscopy as well as X-ray crystallography (3a,c,d). Alkylation of the dichlorides using LiMe results in clean formation of dialkyl complexes LScMe2 4a-c. Thermolysis of these materials under argon and hydrogen leads to decomposition products as a result of C-H activation of the ligand. Analysis of these results provides a qualitative assessment of the metalative resistance of each ligand framework. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.08.037
• 作为产物：
  描述：

  1,2-二氟苯 、 二甲基(三甲基硅烷基)膦 反应 72.0h， 以70%的产率得到1-(dimethylphosphanyl)-2-fluorobenzene
  参考文献：
  名称：

  二氟苯和三氟苯与 Me2EM（E = P、N；M = SiMe3、SnMe3、Li）试剂反应：芳香族亲核取代协同机制的证据

  摘要：

  而对于通过两步 SN Ar 机制进行的反应，相反的顺序是典型的。高级量子化学 DFT 和 MP2 计算预测，气相反应应该各自通过具有单一过渡态的协同机制进行。这些预测与实验观察非常吻合，特别是因为迈森海默加合物的结构特征不利于 SN Ar 机制。该提议与在 DMSO/CH 3 OH 溶剂混合物中相同底物和 MeONa 之间反应的相反顺序 (f mF > f oF ) 的观察结果一致。通过光谱 (NMR) 和光谱 (MS) 研究、硫代磷烷 Ar F PSMe 2 10-12 的制备、它们的光谱数据以及在 12 的情况下，对新型磷烷进行了表征。通过其X射线结构。膦 5-9 用双（苄腈）二氯钯（II）处理，得到相应的双（膦）二氯化钯配合物 17-21 和 23，分离产率高达 95%。

  DOI：

  10.1002/ejoc.200900880

文献信息

• Synthesis of (2-X,3-Y-phenyl)dimethylphosphanes (X, Y = Me2P, H; Me2P, F; Br, F) and their complexes with PdCl2
  作者：L. I. Goryunov、J. Grobe、V. D. Shteingarts、R. Mews

  DOI：10.1134/s1070428011050204

  日期：2011.5
• Synthesis and thermal behavior of dimethyl scandium complexes featuring anilido-phosphinimine ancillary ligands
  作者：Korey D. Conroy、Warren E. Piers、Masood Parvez

  DOI：10.1016/j.jorganchem.2007.08.037

  日期：2008.3

  A family of N,N donor ligands [1-(NHAr)-2-(PR2= NAr')C6H4] (1a-d; Ar = 2,6-Pr-i(2)-C6H3, R = Me, Ph, Ar' = 2,4,6-Me-3-C6H2, 2-Pr-i-C6H4, 2,6-Pr-i(2)-C6H3) has been prepared and fully characterized by multinuclear NMR spectroscopy and X-ray crystallography. Lithiation of the N-H unit and subsequent salt metathesis protocols with ScCl3THF3 provides an avenue to organometallic scandium complexes. The resultant base-free monomeric dichlorides LScCl2, 3a-d, have been fully characterized by NMR spectroscopy as well as X-ray crystallography (3a,c,d). Alkylation of the dichlorides using LiMe results in clean formation of dialkyl complexes LScMe2 4a-c. Thermolysis of these materials under argon and hydrogen leads to decomposition products as a result of C-H activation of the ligand. Analysis of these results provides a qualitative assessment of the metalative resistance of each ligand framework. (C) 2007 Elsevier B.V. All rights reserved.
• Di- and Trifluorobenzenes in Reactions with Me2EM (E = P, N; M = SiMe3, SnMe3, Li) Reagents: Evidence for a Concerted Mechanism of Aromatic Nucleophilic Substitution
  作者：Leonid I. Goryunov、Joseph Grobe、Duc Le Van、Vitalij D. Shteingarts、Rüdiger Mews、Enno Lork、Ernst-Ulrich Würthwein

  DOI：10.1002/ejoc.200900880

  日期：2010.2

  fluorine substituent rate factors f o-F > f m-F , whereas for reactions that proceed through a two-step S N Ar mechanism the opposite sequence is typical. High-level quantum-chemical DFT and MP2 calculations predict that the gas-phase reactions should each proceed by a concerted mechanism with a single transition state. These predictions are in good agreement with the experimental observations, especially

  而对于通过两步 SN Ar 机制进行的反应，相反的顺序是典型的。高级量子化学 DFT 和 MP2 计算预测，气相反应应该各自通过具有单一过渡态的协同机制进行。这些预测与实验观察非常吻合，特别是因为迈森海默加合物的结构特征不利于 SN Ar 机制。该提议与在 DMSO/CH 3 OH 溶剂混合物中相同底物和 MeONa 之间反应的相反顺序 (f mF > f oF ) 的观察结果一致。通过光谱 (NMR) 和光谱 (MS) 研究、硫代磷烷 Ar F PSMe 2 10-12 的制备、它们的光谱数据以及在 12 的情况下，对新型磷烷进行了表征。通过其X射线结构。膦 5-9 用双（苄腈）二氯钯（II）处理，得到相应的双（膦）二氯化钯配合物 17-21 和 23，分离产率高达 95%。