1-(6-(1-(2,6-diisopropylphenylamino)ethyl)pyridin-2-yl)ethanone | 1359988-74-1

• 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: 1-(6-(1-(2,6-diisopropylphenylamino)ethyl)pyridin-2-yl)ethanone
• 英文别名: 2-(O=CMe)-6-(2,6-iPr2-C6H3NHCHMe)-C5H3N；1-[6-[1-[2,6-Di(propan-2-yl)anilino]ethyl]pyridin-2-yl]ethanone
• CAS: 1359988-74-1
• 化学式: C₂₁H₂₈N₂O
• 分子量: 324.466
• InChiKey: GBEOKSRCBWDEBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(6-(1-((2,6-diisopropylphenyl)imino)ethyl)pyridin-2-yl)ethan-1-one 在 sodium tetrahydroborate 作用下， 以 甲醇 、 氯仿 为溶剂， 以56%的产率得到1-(6-(1-(2,6-diisopropylphenylamino)ethyl)pyridin-2-yl)ethanone
  参考文献：
  名称：

  Preparation of aluminum(III) (bis(amido)pyridine)(thiolate) complexes: Unexpected transmetalation mediated by LiAlH4

  摘要：

  Treatment of an unsymmetrical bis(imino)pyridyl-thiolate zinc(II) complex [Zn-II(LN3S)(OTf)] (1) with LiAlH4 results in the double reduction of the two imino groups in the ligand backbone, and at the same time causes a rare transmetalation reaction to occur. The products formed in this reaction are two novel aluminium(III) bis(amido) pyridyl-thiolate complexes [(R,S/S,R-[Al-III(LH2N3S)(THF)] (2a) and [(R,R/S, S[Al-III(LH2N3S)(THF)] (2b), which are diastereomers of each other. These complexes have been characterized by single-crystal X-ray diffraction and H-1 NMR spectroscopy. Single crystal X-ray structure analysis shows that the Al-III ion is bound in an almost idealized square pyramidal geometry in 2a, while being held in a more distorted square pyramidal geometry in 2b. The major difference between 2a and 2b arises in the orientation of the terminal methyl groups of the ligand backbone in relation to the (AlN3S)-N-III plane. These two complexes are crystallized at different temperatures (room temperature versus -35 degrees C), allowing for their separate isolation. Structural analysis shows that these complexes are reduced by the formal addition of one hydride ion to each imino group, resulting in a deprotonated bis(amido) pyridyl-thiolate ligand. A detailed analysis of metrical parameters rules out the possibility of pure one-or two-electron reduction of the pi-conjugated bis(imino) pyridine framework. H-1 NMR spectra reveal a rich pattern in solution indicating that the solution state structures for 2a and 2b match those observed in the solid-state crystal structures, and reveal that both complexes are severely conformationally restricted. Direct organic synthetic methods failed to produce the reduced bis(amino) pyridyl-thiol ligand in pure form, but during the course of these efforts an unusual unsymmetrical aminopyridyl ketone, 1-(6-(1-(2,6-diisopropylphenylamino) ethyl) pyridin-2-yl) ethanone was synthesized in good yield and can be used as a possible precursor for further ligand development. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.09.056