2,4,6-C6H2Me3CH=NCH2(2-ClC6H4) | 138956-85-1

• 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: 2,4,6-C6H2Me3CH=NCH2(2-ClC6H4)
• CAS: 138956-85-1
• 化学式: C₁₇H₁₈ClN
• 分子量: 271.79
• InChiKey: ALUZEXLKZKFPCF-YBFXNURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2,4,6-C6H2Me3CH=NCH2(2-ClC6H4) 、 以 丙酮 为溶剂， 生成
  参考文献：
  名称：

  铂介导的芳基–芳基键形成和sp 3 C–H键激活†

  摘要：

  描述了一个新的过程，其中分子内氧化加成后是芳基-芳基键形成和sp 3 C-H键活化，从而导致六元铂环化。

  DOI：

  10.1039/c0dt00631a

文献信息

• Biaryl formation in the synthesis of endo and exo-platinacycles
  作者：Margarita Crespo、Mercè Font-Bardia、Teresa Calvet

  DOI：10.1039/c1dt10664c

  日期：——

  ArCHNCH2(2-XC6H4) containing a C–X bond at the ortho positions of the benzyl ring (Ar = 4-ClC6H4, X = Br (1d); Ar = 2,4,6-(CH3)3C6H2, X = Br (1e); Ar = 2,4,6-(CH3)3C6H2, X = Cl (1f); Ar = 2-CH3C6H4, X = Br (1h); Ar = 2,6-F2C6H3, X = Br (1i)) in refluxing toluene were studied. Several types of platinum(II) cyclometallated compounds containing a biaryl linkage were obtained: i) endo-five-membered with a Pt–C(sp2)

  的反应中的顺式- [PT 2（4-MEC 6 ħ 4）4（μ-SET 2）2 ]用双功能配体拱NCH 2（2-XC 6 H ^ 4）在含有C-X键的邻位的位置苄环（Ar = 4-ClC 6 H 4，X = Br（1d）; Ar = 2,4,6-（CH 3）3 C 6 H 2，X = Br（1e）; Ar = 2,4 ，6-（CH 3）3 C 6 H 2，X = Cl（1f）; Ar = 2-CH 3 C 6 H 4，X = Br（1h）; 回流时Ar = 2,6-F 2 C 6 H 3，X = Br（1i））甲苯被研究了。获得了几种类型的具有联芳基键的铂（II）环金属化化合物：i）具有PT–C（sp 2）键的内五元键（2d，2h），ii）具有PT–C的内六元键C（sp 3）键（2e，2f）和iii）exo-5成员带有PT–C（sp 2）键（2i）。所形成的二芳基联动涉及一种用于金属化环2I
• Syntheses and mechanistic studies in the formation of endo- and exo-cyclometalated platinum compounds of N-benzylidenebenzylamines
  作者：Margarita Crespo、Manuel Martinez、Joaquim Sales、Xavier Solans、Merce Font-Bardia

  DOI：10.1021/om00039a038

  日期：1992.3

  The bifunctional ligands 2-XC6H4CH = NCH2-2'-X'C6H4, and related ligands with more substituents on the aryl rings, react with [Pt2Me4(mu-SMe2)2] to give cyclometalated complexes [PtMe2X-(SMe2)(C6H4CHNCH2-2'-X'C6H4)] (4) by oxidative addition of C-X bonds (X = Cl, Br), or complexes [PtMe(SMe2)(C6H4CHNCH2-2'-X'-C6H4)] 5 by orthometalation with loss of methane. In both types of compound the iminic functionality is endo to the cycle. Complexes 4 with an exocyclic structure are obtained only for X' = Br, or for X' = Cl when the ligand 2,4,6-C6H2(CH3)3CH = NCH2-2'-ClC6H4 is used. Compounds 5 with an exocyclic structure are not formed. The following order of reactivity has been deduced: C-Cl endo almost-equal-to C-Br exo > C-H endo > C-Cl exo >> C-H exo. Complexes 4 and 5 and the coordination compounds [PtMe2(SMe2)(2,4,6-C6H2(CH3)3CH = NCH2-2'-XC6H4)] (3) have been characterized by NMR spectroscopy. Complexes 4 react with PPh3 to give a displacement reaction of SMe2 for PPh3, and the resulting compounds have been characterized by NMR spectroscopy; the compound [PtMe2Cl(PPh3)(C6H3ClCHNCH2C6H5)] (6c) has been characterized crystallographically. Complex 6c crystallizes in the monoclinic space group P2(1)/a, with a = 17.677 (3) angstrom, b = 15.495 (3) angstrom, c = 11.371 (2) angstrom, beta = 104.59 (2)-degrees, and Z = 4. The kinetics of formation of compounds 4 and 5 has been studied. It is suggested that formation of coordination compounds 3 takes place prior to the oxidative addition, which follows first-order kinetics and occurs by a concerted mechanism.