N-(2,6-diisopropylphenyl)-3-hydroxysalicylaldimine | 214066-69-0

• 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: N-(2,6-diisopropylphenyl)-3-hydroxysalicylaldimine
• 英文别名: (E)-3-((2,6-diisopropylphenylimino)methyl)benzene-1,2-diol；3-[[2,6-Di(propan-2-yl)phenyl]iminomethyl]benzene-1,2-diol
• CAS: 214066-69-0
• 化学式: C₁₉H₂₃NO₂
• 分子量: 297.397
• InChiKey: NRGSYPKBBKYYJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  52.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2,6-diisopropylphenyl)-3-hydroxysalicylaldimine 、 palladium diacetate 以 乙醇 为溶剂， 以85%的产率得到Pd((E)-3-((2,6-diisopropylphenylimino)methyl)benzene-1,2-diol)2
  参考文献：
  名称：

  Palladium salicylaldimine complexes derived from 2,3-dihydroxybenzaldehyde

  摘要：

  Schiff bases derived from condensation of 2,3-dihydroxybenzaldehyde with various primary amines, such as 1-adamantanamine hydrochloride, 2,6-dimethylaniline, 2,6-diethylaniline and 2,6-diisopropylaniline, react with palladium(II) acetate to give the corresponding bis(N-arylsalicylaldiminato)palladium(II) complexes. These complexes have been found to be active catalyst precursors for the Suzuki-Miyaura cross-coupling of aryl bromides and iodides with aryl boronic acids using water as a solvent. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.07.051

文献信息

• Palladium(II) complexes bearing a salicylaldiminato ligand with a hydroxyl group: Synthesis, structures, deprotonation, and catalysis
  作者：Yusuke Murata、Hiroyuki Ohgi、Tetsuaki Fujihara、Jun Terao、Yasushi Tsuji

  DOI：10.1016/j.ica.2010.12.036

  日期：2011.3

  Palladium complexes with a salicylaldiminato ligand bearing a hydroxyl group (1a and 1b) have been synthesized and characterized. The structures of these complexes were confirmed by X-ray crystallography. A reversible deprotonation/protonation of the hydroxyl moiety on 1b was observed, while such behaviour was impossible with a related palladium complex (1c) bearing a methoxyl group in place of the hydroxyl group. The deprotonation affected its catalytic behaviour: the activity for polymerization of methyl acrylate catalyzed by 1b considerably decreased in the presence of 1 equiv. of (BuOK)-Bu-t. (C) 2010 Elsevier B.V. All rights reserved.