m-Hydroxybenzylidenamino-m-chlorbenzol | 17064-64-1

• 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: m-Hydroxybenzylidenamino-m-chlorbenzol
• 英文别名: N-<3-Hydroxy-benzyliden>-3-chlor-anilin；HOC6H4CHN(m-ClC6H4)；3-chloro-N-(3-hydroxybenzylidene)aniline；3-[(3-chlorophenyl)iminomethyl]phenol
• CAS: 17064-64-1
• 化学式: C₁₃H₁₀ClNO
• 分子量: 231.681
• InChiKey: XVISIUKCERSFKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯二异丙基膦 、 m-Hydroxybenzylidenamino-m-chlorbenzol 、 palladium dichloride 在 (C₂H₅)3N 作用下， 以 甲苯 为溶剂， 以47%的产率得到[(2,6-((i-Pr)2PO)C6H3(CHN(m-ClC6H4)))PdCl]
  参考文献：
  名称：

  Facile synthesis of achiral and chiral PCN pincer palladium(II) complexes and their application in the Suzuki and copper-free Sonogashira cross-coupling reactions

  摘要：

  Five non-symmetrical PCN pincer palladium(II) complexes [PdCl{C6H3-2-(CH=NR)-6-(OPR'(2))}] (R = m-ClC6H4, R' = Ph (2a); R = Ph, R' = Ph (2b); R = i-Pr, R' = Ph (2c); R = m-ClC6H4, R' = i-Pr (2d); R = (S)-1-phenylethyl, R' = Ph (2e)) have been easily prepared in only two steps from readily available m-hydroxybenzaldehyde and characterized by HRMS, H-1 NMR, C-13 NMR, P-31 NMR and IR spectra. The molecular structures of 2a and 2b have been further determined by X-ray single-crystal diffraction. The obtained Pd complexes were found to be effective catalysts for the Suzuki and copper-free Sonogashira cross-coupling reactions which could be carried out in the undried solvent under air. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.04.002

文献信息

• Facile synthesis of achiral and chiral PCN pincer palladium(II) complexes and their application in the Suzuki and copper-free Sonogashira cross-coupling reactions
  作者：Ben-Shang Zhang、Chao Wang、Jun-Fang Gong、Mao-Ping Song

  DOI：10.1016/j.jorganchem.2009.04.002

  日期：2009.7

  Five non-symmetrical PCN pincer palladium(II) complexes [PdClC6H3-2-(CH=NR)-6-(OPR'(2))}] (R = m-ClC6H4, R' = Ph (2a); R = Ph, R' = Ph (2b); R = i-Pr, R' = Ph (2c); R = m-ClC6H4, R' = i-Pr (2d); R = (S)-1-phenylethyl, R' = Ph (2e)) have been easily prepared in only two steps from readily available m-hydroxybenzaldehyde and characterized by HRMS, H-1 NMR, C-13 NMR, P-31 NMR and IR spectra. The molecular structures of 2a and 2b have been further determined by X-ray single-crystal diffraction. The obtained Pd complexes were found to be effective catalysts for the Suzuki and copper-free Sonogashira cross-coupling reactions which could be carried out in the undried solvent under air. (C) 2009 Elsevier B.V. All rights reserved.