C6F5CHNCH2CH2NMe2 | 681457-30-7

• 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: C6F5CHNCH2CH2NMe2
• 英文别名: N,N-dimethyl-2-[(2,3,4,5,6-pentafluorophenyl)methylideneamino]ethanamine
• CAS: 681457-30-7
• 化学式: C₁₁H₁₁F₅N₂
• 分子量: 266.214
• InChiKey: IZJSBLFLVCYQLQ-UHFFFAOYSA-N

物化性质

• 沸点：
  247.0±40.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  六羰基钨 、 C6F5CHNCH2CH2NMe2 以 not given 为溶剂， 生成
  参考文献：
  名称：

  钨金属羰基化合物活化CF键的时间分辨红外动力学。

  摘要：

  破坏或激活CH和CF的化学反应具有巨大的合成价值。通过时间分辨红外光谱研究了羰基钨系统的分子内CF键活化。使用CO拉伸段的时间分辨红外光谱法监测溶剂配合物的形成和最终产物。反应速度受钨金属中心和溶剂分子之间分子间配合物形成的限制。与DFT计算的比较表明，在不存在溶剂分子的情况下，具有束缚全氟苯环的分子内配合物在能量上是有利的，但由于配合物的初始几何形状，因此不是主要的动力学产物。

  DOI：

  10.1021/jp055465w

文献信息

• Intramolecular oxidative addition of C–F and C–H bonds to [Pt(dba)2]. Crystal structure of [PtCl{Me2NCH2CH2NCH(2,4,5-C6HF3)}]
  作者：Margarita Crespo、Jaume Granell、Mercè Font-Bardı́a、Xavier Solans

  DOI：10.1016/j.jorganchem.2004.06.060

  日期：2004.9

  produced cyclometallated platinum (II) compounds [PtX(Me2NCH2CH2NCHR)] (X = Br, Cl) (2) containing a terdentate [C,N,N′] ligand. The obtained compounds were fully characterized including a structure determination for [PtClMe2NCH2CH2NCH(2,4,5-C6HF3)}] (2d′).

  当化合物[Pt（dba）2 ]与配体RCHNCH 2 CH 2 NMe 2（1a – 1f）（其中R是氟化芳基环）的反应时，当两个氟原子存在于邻位时，会激活C–F键。邻位仅含一个氟取代基的配体的芳基环或C–H键的活化。环的氟化程度的增加有利于CF和CH键的活化。与卤化锂进一步反应，生成环金属化的铂（II）化合物[PtX（Me 2 NCH 2 CH 2 NCHR）]（X = Br，Cl）（2）含有一个[C，N，N ']的配体。所获得的化合物被充分表征，包括[PtCl Me 2 NCH 2 CH 2 NCH（2,4,5-C 6 HF 3）}]的结构测定（2d '）。
• Oxidative addition of aryl–halogen bonds to platinum(<scp>II</scp>) and the structure of a complex formed by aryl–fluoride oxidative addition
  作者：Craig M. Anderson、Richard J. Puddephatt、George Ferguson、Alan J. Lough

  DOI：10.1039/c39890001297

  日期：——

  The complexes [PtMe2(Me2NCH2CH2NCHAr)] react by oxidative addition of the aryl–halogen bond when Ar = 2-BrC6H4, 2-CIC6H4, or C6F5 but by ortho-metallation when Ar = 2-FC6H4 or C6H5, and in the case where Ar = C6F5, the oxidative addition product adds acetone across the imine bond and the complex formed has been characterized crystallographically as a hydrogen-bonded dimer; the reactivity to oxidative

  当Ar = 2-BrC 6 H 4，2 -CIC 6 H 4或C 6 F 5时，配合物[PtMe 2（Me 2 NCH 2 CH 2 N CHAr）]通过芳基-卤素键的氧化加成反应，但通过Ar = 2-FC 6 H 4或C 6 H 5时，以及Ar = C 6 F 5时，进行邻位金属化，氧化加成产物通过亚胺键加成丙酮，形成的络合物在晶体学上被表征为氢键二聚体。与氧化加成反应的反应性可能与C–X键能相关。
• Five- and Seven-Membered Metallacycles in [C,N,N′] and [C,N] Cycloplatinated Compounds
  作者：Raquel Martín、Margarita Crespo、Mercè Font-Bardia、Teresa Calvet

  DOI：10.1021/om800864f

  日期：2009.1.26

  The reactions of cis-[Pt(4-C6H4Me)2(μ-SEt2)]2 with ligands ArCH═NCH2CH2NMe2 (Ar = 4-ClC6H4 (1a); 2-BrC6H4 (1b); 2,6-Cl2C6H3 (1c); C6F5 (1d)) and ArCH═NCH2(4-ClC6H4) (Ar = 4-ClC6H4 (1e); 2-BrC6H4 (1f); 2,6-Cl2C6H3 (1g); C6F5 (1h)) were studied. Several types of compounds were formed including (i) [N,N′] coordination compounds (2a, 2c, 2d), (ii) [C,N,N′] platinum(IV) (3b, 3c), [C,N,N′] platinum(II) (4a)

  的反应中的顺式- [PT（4-C 6 H ^ 4 Me）的2（μ-SET 2）] 2与配体ArCH═NCH 2 CH 2 NME 2（AR = 4-CLC 6 ħ 4（1A）; 2- BRC 6 ħ 4（1B）; 2,6-CL 2 ç 6 ħ 3（1C），C 6 ˚F 5（1D））和ArCH═NCH 2（4-CLC 6 ħ 4）（AR = 4-CLC 6高4（1e）; 2-BrC 6 H 4（1f）; 2,6-Cl 2 C 6 H 3（1g）；研究了C 6 F 5（1h））。形成了几种类型的化合物，包括（i）[N，N']配位化合物（2a，2c，2d），（ii）[C，N，N']铂（IV）（3b，3c），[C，具有五元金属环的N，N']铂（II）（4a）和[C，N]铂（II）（4e）环金属化合物，以及（iii）[C，N，N']铂（II） ）（5c）和具有七元金属环的[C，N]铂（II）（5f，
• Activation of aromatic carbon-fluorine bonds by organoplatinum complexes
  作者：Craig M. Anderson、Margarita Crespo、George Ferguson、Alan J. Lough、Richard J. Puddephatt

  DOI：10.1021/om00039a025

  日期：1992.3

  The ligand Me2NCH2CH2N = CHC6F5 (1a) reacts with [Pt2Me4(mu-SMe2)2] (2) in acetone solution to give sequentially [PtMe2(Me2NCH2CH2N = CHC6F5)] (3a), [PtFMe2(Me2NCH2CH2N = CHC6F5)] (4), and [PtFMe2Me2NCH2CH2NHCH(CH2COMe)C6F4}] (5). Complex 5, which is formed by reaction of 4 with acetone, was characterized by an X-ray structure determination and shown to contain hydrogen-bonded NH...FPt dimers in the solid state. The ligand PhN = CHC6F5 (6) reacts with 2 to give [PtFMe2(PhN = CHC6F4)(SMe2)] which may exist in two isomeric forms 7a and 7b. The reactions to form 4 and 7 give the first examples of oxidative addition of C-F bonds to platinum(II). The ligand Me2NCH2CH2N = CH (2,6-C6H3F2) reacts with 2 to give [PtMe2Me2NCH2CH2N = CH(2,6-C6H3F2)}] (3b), but this failed to give oxidative addition of a C-F bond. The ligands Me2NCH2CH2N = CHAr, Ar = 2,6-, 2,5-, or 2,3-C6H3F2, react with 2 to give [PtMe2(Me2NCH2CH2N = CHAr)], and then CH4 and [PtMe(Me2NCH2CH2N = CHC6H2F2)]. These reactions involve activation of a C-H bond rather than a C-F bond of the aryl group. The results show that activation of a C-F bond of a pentafluorophenyl group is facilitated by incorporation into a monodentate or bidentate nitrogen-donor ligand so that intramolecular oxidative addition can occur, but that C-H bond activation is always easier than C-F bond activation in C6H(x)F5-x groups and that more than two fluorine substituents on the phenyl group are necessary for C-F bond activation to occur.
• Compound [PtPh₂(SMe₂)₂] as a Versatile Metalating Agent in the Preparation of New Types of [C,N,N‘] Cyclometalated Platinum Compounds
  作者：Margarita Crespo、Mercè Font-Bardia、Xavier Solans

  DOI：10.1021/om030674t

  日期：2004.4.1

  The reactions of [PtPh2(SMe2)(2)] (1) with ligands RCH=NCH2CH2NMe2 (R = C6H5 (2a), 2-BrC6H4 (2b), 2,6-Cl2C6H3 (2c), 2-ClC6H4 (2d), and C6F5 (2e)) produced compounds [PtPh2Me2NCH2CH2NCHR}] (3). Compounds 3 led to formation of three different types of [C,N,N'] platinum compounds, including platinum(II) compounds with a seven-membered metallacycle. The reactions of the cyclometalated compounds with triphenylphosphine were also studied.