ethyl 2-(2-(p-tolyldiazenyl)phenylamino)acetate | 869730-65-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: ethyl 2-(2-(p-tolyldiazenyl)phenylamino)acetate
• 英文别名: Ethyl 2-[2-[(4-methylphenyl)diazenyl]anilino]acetate；ethyl 2-[2-[(4-methylphenyl)diazenyl]anilino]acetate
• CAS: 869730-65-4
• 化学式: C₁₇H₁₉N₃O₂
• 分子量: 297.357
• InChiKey: XPBWNRFNXGIERH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  63
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2-(p-tolyldiazenyl)phenylamino)acetate 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以83%的产率得到2-(2-(p-tolyldiazenyl)phenylamino)acetic acid
  参考文献：
  名称：

  Design and synthesis of immobilised orthopalladated catalyst for C C coupling

  摘要：

  The new azo ligand 2-(2-(p-tolyldiazenyl)phenylamino)acetic acid, H2L, [formulated as H3CC6H4-N = N-C6H4-N(H)(CH2COOH)] was prepared. Reaction of H2L with Na2PdCl4 afforded the orthopalladated mononuclear [(HL)PdCl] complexes. The uncoordinated free dangling carboxylic acid function was recognized and confirmed by X-ray crystallographic studies. The [(HL)PdCI] complex was immobilized on Merrifield resin tethering with the free carboxylic acid function of the complex. Catalytic activity of orth-palladated [(HL)PdCl] complex in homogeneous media and Merrifield supported immobilized complex in heterogeneous phase, toward Suzuki cross-coupling reactions, were examined. (C) 2018 Published by Elsevier Ltd.

  DOI：

  10.1016/j.poly.2018.09.060
• 作为产物：
  描述：

  2-[(4-甲基苯基)二氮烯基]苯胺 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以82%的产率得到ethyl 2-(2-(p-tolyldiazenyl)phenylamino)acetate
  参考文献：
  名称：

  Design and synthesis of immobilised orthopalladated catalyst for C C coupling

  摘要：

  The new azo ligand 2-(2-(p-tolyldiazenyl)phenylamino)acetic acid, H2L, [formulated as H3CC6H4-N = N-C6H4-N(H)(CH2COOH)] was prepared. Reaction of H2L with Na2PdCl4 afforded the orthopalladated mononuclear [(HL)PdCl] complexes. The uncoordinated free dangling carboxylic acid function was recognized and confirmed by X-ray crystallographic studies. The [(HL)PdCI] complex was immobilized on Merrifield resin tethering with the free carboxylic acid function of the complex. Catalytic activity of orth-palladated [(HL)PdCl] complex in homogeneous media and Merrifield supported immobilized complex in heterogeneous phase, toward Suzuki cross-coupling reactions, were examined. (C) 2018 Published by Elsevier Ltd.

  DOI：

  10.1016/j.poly.2018.09.060

文献信息

• A strategy of Pd(II) assisted C–H activation in 2-alkylamino azobenzene ligands: Syntheses, characterisation and structure of a new family of orthopalladated complexes
  作者：Jahar lal Pratihar、Nilkamal Maiti、Poulami Pattanayak、Surajit Chattopadhyay

  DOI：10.1016/j.poly.2005.05.022

  日期：2005.10

  Several 2-(arylazo)-N-alkyl aniline ligands, 1a-11a, have been prepared by the reaction between 2-(arylazo) aniline and the appropriate alkyl halide in the presence of K2CO3. Treatment of sodium tetrachloropallaclate with 1a-11a in methanol afforded the orthopalladated complexes 1b-11b, where the ligand is tridentate (C,N,N). The ligands and complexes were characterised from spectroscopic data and confirmed by X-ray studies. The X-ray Structure of 9b displayed an unsupported Pd(II)Pd-...(II) interaction (3.301 angstrom). (c) 2005 Elsevier Ltd. All rights reserved.
• Design and synthesis of immobilised orthopalladated catalyst for C C coupling
  作者：Poulami Pattanayak、Sankar Prasad Parua、Surajit Chattopadhyay

  DOI：10.1016/j.poly.2018.09.060

  日期：2019.1

  The new azo ligand 2-(2-(p-tolyldiazenyl)phenylamino)acetic acid, H2L, [formulated as H3CC6H4-N = N-C6H4-N(H)(CH2COOH)] was prepared. Reaction of H2L with Na2PdCl4 afforded the orthopalladated mononuclear [(HL)PdCl] complexes. The uncoordinated free dangling carboxylic acid function was recognized and confirmed by X-ray crystallographic studies. The [(HL)PdCI] complex was immobilized on Merrifield resin tethering with the free carboxylic acid function of the complex. Catalytic activity of orth-palladated [(HL)PdCl] complex in homogeneous media and Merrifield supported immobilized complex in heterogeneous phase, toward Suzuki cross-coupling reactions, were examined. (C) 2018 Published by Elsevier Ltd.