3-(3,5-dimethylpyrazol-1-ylmethyl)benzaldehyde | 1204300-29-7

• 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: 3-(3,5-dimethylpyrazol-1-ylmethyl)benzaldehyde
• CAS: 1204300-29-7
• 化学式: C₁₃H₁₄N₂O
• 分子量: 214.267
• InChiKey: RLZYCKPPUUGTNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-(3,5-dimethylpyrazol-1-ylmethyl)benzaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以92%的产率得到3-(3,5-dimethylpyrazol-1-ylmethyl)benzyl alcohol
  参考文献：
  名称：

  Synthesis and characterization of new (pyrazolyl)aryl phosphinite PCN pincer palladium(II) complexes

  摘要：

  Two unsymmetrical PCN pincer Pd(II) complexes 3a-3b which are based on (pyrazolyl)aryl phosphinite ligands and contain two fused six-membered palladacycles have been synthesized from 3-(3,5-dimethylpyrazol-1-ylmethyl)benzyl alcohol (2) by one-pot phosphorylation/palladation reaction via C-H bond activation of the related ligands. The pyrazole-coordinated phosphine-free Pd(II) complex (4) was also isolated in the preparation of pincer complex 3a. The new complexes were characterized by elemental analysis, (1)H NMR, (13)C NMR, (31)P {(1)H} NMR (for pincer complexes) and IR spectra. And the molecular structures of 3b and 4 have been further determined by X-ray single-crystal diffraction. The pincer Pd complexes 3a and 3b exhibited rather low activity in the allylation of benzaldehyde. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.04.034
• 作为产物：
  描述：

  3-(羟甲基)苯甲醛 在 三溴化磷 作用下， 生成 3-(3,5-dimethylpyrazol-1-ylmethyl)benzaldehyde
  参考文献：
  名称：

  Synthesis and characterization of new (pyrazolyl)aryl phosphinite PCN pincer palladium(II) complexes

  摘要：

  Two unsymmetrical PCN pincer Pd(II) complexes 3a-3b which are based on (pyrazolyl)aryl phosphinite ligands and contain two fused six-membered palladacycles have been synthesized from 3-(3,5-dimethylpyrazol-1-ylmethyl)benzyl alcohol (2) by one-pot phosphorylation/palladation reaction via C-H bond activation of the related ligands. The pyrazole-coordinated phosphine-free Pd(II) complex (4) was also isolated in the preparation of pincer complex 3a. The new complexes were characterized by elemental analysis, (1)H NMR, (13)C NMR, (31)P {(1)H} NMR (for pincer complexes) and IR spectra. And the molecular structures of 3b and 4 have been further determined by X-ray single-crystal diffraction. The pincer Pd complexes 3a and 3b exhibited rather low activity in the allylation of benzaldehyde. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.04.034

文献信息

• Unsymmetrical, oxazolinyl-containing achiral and chiral NCN pincer ligand precursors and their complexes with palladium(II)
  作者：Xin-Qi Hao、Ya-Nan Wang、Jun-Rui Liu、Kun-Lun Wang、Jun-Fang Gong、Mao-Ping Song

  DOI：10.1016/j.jorganchem.2009.09.031

  日期：2010.1

  The unsymmetrical, achiral and chiral NCN pincer ligand precursors (3a-3d) with oxazoline and pyrazole as N donors as well as (3e) which has oxazolinyl and amino group have been synthesized in a facile manner in four steps starting from commercially available isophthalaldehyde. Direct C2 metallation of the precursors (3a-3e) with Pd(OAc)(2) in refluxing HOAc, followed by treatment with LiCl at room temperature provided convenient access to the corresponding pincer palladium(II) complexes (4a-4e). The molecular structure of complex 4e has been determined by X-ray single-crystal diffraction. The obtained Pd complexes exhibited good activities in the Suzuki reactions of aryl bromides and activated aryl chlorides with phenylboronic acid. (C) 2009 Elsevier B. V. All rights reserved.