HOC6H4CHNC6H3(CF3)2-3,5 | 92175-89-8

• 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: HOC6H4CHNC6H3(CF3)2-3,5
• 英文别名: 2-[[3,5-Bis(trifluoromethyl)phenyl]iminomethyl]phenol
• CAS: 92175-89-8
• 化学式: C₁₅H₉F₆NO
• 分子量: 333.233
• InChiKey: MQODJDYFSNBBDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 HOC6H4CHNC6H3(CF3)2-3,5 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 25.0h， 以47%的产率得到
  参考文献：
  名称：

  含碳氟化合物铑（I）配合物的双相加氢甲酰化反应的合成，表征和评价

  摘要：

  摘要合成了一系列含氟的水杨醛亚胺和亚氨基膦席夫碱配体及其Rh（I）配合物。使用不同的分析和光谱技术，包括（1 H，13 C {1 H}，31 P {1 H}和19 F {1 H} NMR光谱），FT-IR光谱，质谱（ ESI和EI）以及元素分析。另外，单晶X射线衍射也用于表征配合物1和2。因此，Rh（I）合成的配合物被评估为1-辛烯加氢甲酰化中的催化剂前体。加氢甲酰化结果表明，基于亚氨基膦和水杨醛亚胺的催化剂前体在温和条件下具有活性和选择性，可将1-辛烯转化为大部分醛。

  DOI：

  10.1016/j.poly.2015.02.037

文献信息

• Lewis acid-catalyzed reaction between tertiary enamides and imines of salicylaldehydes: expedient synthesis of novel 4-chromanamine derivatives
  作者：Ling He、Han-Bin Liu、Liang Zhao、De-Xian Wang、Mei-Xiang Wang

  DOI：10.1016/j.tet.2014.12.050

  日期：2015.1

  catalytic amount of Zn(OTf)2 in DCE at ambient temperature, a number of tertiary enamides underwent highly efficient reaction with imines of salicylaldehydes to afford diverse functionalized 4-chromanamine derivatives in high yields. The reaction proceeds most probably through an enaminic addition of tertiary enamides to imine functionality followed by the intramolecular interception of the resulting iminium

  在环境温度下，在DCE中催化量的Zn（OTf）2存在下，许多叔酰胺与水杨醛的亚胺进行高效反应，从而以高收率提供了多种官能化的4-chromanamine衍生物。该反应最有可能通过将叔酰胺类烯胺类加成到亚胺官能团上，然后通过酚羟基将所得的亚胺中间体分子内截获来进行。合成也实际上是通过从水杨醛，对硝基苯胺和叔烯酰胺开始的三组分反应来进行的。
• Insight into the Steric and Electronic Effects of Ancillary Ligands: Synthesis and Structure−Reactivity Relationship of Well-Defined, Air- and Moisture-Stable (NHC)Pd(sal)Cl Complexes (sal = Salicylaldimine)
  作者：Zhong Jin、Ling-Ling Qiu、Yan-Qing Li、Hai-Bin Song、Jian-Xin Fang

  DOI：10.1021/om100906n

  日期：2010.12.13

  Synthesis of a series of (NHC)Pd(sal)Cl complexes, 1-5, bearing a salicylaldimine (sal) unit was described. The structure reactivity relationship, especially the steric and electronic effects of the salicylaldimine ligands on their catalytic activities, was investigated intensively in the Buchwald-Hartwig coupling reaction. Our study demonstrated that the sterically encumbered N-aryl groups in the salicylaldimine unit give rise to an obviously negative effect in the aryl amination reaction. Additionally, incorporating a steric substituent into the ortho-position of the phenoxide oxygen atom does not appear to be beneficial to their catalytic activity. Notably, the electronic nature of N-substituted aryl groups in the salicylaldimine ligands plays a significant role in their catalytic activities. An electron-rich N-aryl group causes an obviously decreasing yield, while an electron-deficient one, such as complex 5b, leads to enhanced reactivity. The aryl amination reaction with complex 5b was also found to be remarkably tolerant to both air and moisture. Under optimized reaction conditions, a range of aryl chlorides and amines could be coupled smoothly under aerobic conditions.