N-[2-[(4-chlorophenyl)diazenyl]phenyl]-N',N'-diethylethane-1,2-diamine | 1356826-23-7

• 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: N-[2-[(4-chlorophenyl)diazenyl]phenyl]-N',N'-diethylethane-1,2-diamine
• CAS: 1356826-23-7
• 化学式: C₁₈H₂₃ClN₄
• 分子量: 330.86
• InChiKey: NTJPPHVFWLZQHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  sodium tetrachloropalladate(II) 、 N-[2-[(4-chlorophenyl)diazenyl]phenyl]-N',N'-diethylethane-1,2-diamine 以 甲醇 为溶剂， 以55%的产率得到
  参考文献：
  名称：

  Synthesis, characterization and structure of new diazoketiminato chelates of palladium(II): Potential catalyst for C–C coupling reactions

  摘要：

  The 1N-(N,N-diethylaminoethyl)-2-arylazoaniline, HL [where HL = ArN = NC6H4N(H){C2H4N(C2H5)(2)}: Ar = C6H5 (for HL1), p-MeC6H4 (for HL2) or p-ClC6H4 (for HL3)], ligands were prepared by treating the appropriate 2-(arylazo)aniline with 2-bromo-N,N-diethylethanamine. Reactions of Na2PdCl4 with HL afforded the [(L)PdCl] complexes. HL binds palladium(II) in a tridentate fashion (N,N,N), forming a new diazoketiminato chelate. The X-ray structure of [(L-3)PdCl] was determined to confirm the characterization. The newly synthesized complex [(L-1)Pdl] was utilized to carry out Suzuki and Heck reactions for a variety of substrates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.11.026
• 作为产物：
  描述：

  2-溴-N,N-二乙基乙胺氢溴酸 、 2-[(4-氯苯基)二氮烯基]苯胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以55%的产率得到N-[2-[(4-chlorophenyl)diazenyl]phenyl]-N',N'-diethylethane-1,2-diamine
  参考文献：
  名称：

  Synthesis, characterization and structure of new diazoketiminato chelates of palladium(II): Potential catalyst for C–C coupling reactions

  摘要：

  The 1N-(N,N-diethylaminoethyl)-2-arylazoaniline, HL [where HL = ArN = NC6H4N(H){C2H4N(C2H5)(2)}: Ar = C6H5 (for HL1), p-MeC6H4 (for HL2) or p-ClC6H4 (for HL3)], ligands were prepared by treating the appropriate 2-(arylazo)aniline with 2-bromo-N,N-diethylethanamine. Reactions of Na2PdCl4 with HL afforded the [(L)PdCl] complexes. HL binds palladium(II) in a tridentate fashion (N,N,N), forming a new diazoketiminato chelate. The X-ray structure of [(L-3)PdCl] was determined to confirm the characterization. The newly synthesized complex [(L-1)Pdl] was utilized to carry out Suzuki and Heck reactions for a variety of substrates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.11.026

文献信息

• Synthesis, characterization and structure of new diazoketiminato chelates of palladium(II): Potential catalyst for C–C coupling reactions
  作者：Jahar Lal Pratihar、Poulami Pattanayak、Debprasad Patra、Chia-Her Lin、Surajit Chattopadhyay

  DOI：10.1016/j.poly.2011.11.026

  日期：2012.2

  The 1N-(N,N-diethylaminoethyl)-2-arylazoaniline, HL [where HL = ArN = NC6H4N(H)C2H4N(C2H5)(2)}: Ar = C6H5 (for HL1), p-MeC6H4 (for HL2) or p-ClC6H4 (for HL3)], ligands were prepared by treating the appropriate 2-(arylazo)aniline with 2-bromo-N,N-diethylethanamine. Reactions of Na2PdCl4 with HL afforded the [(L)PdCl] complexes. HL binds palladium(II) in a tridentate fashion (N,N,N), forming a new diazoketiminato chelate. The X-ray structure of [(L-3)PdCl] was determined to confirm the characterization. The newly synthesized complex [(L-1)Pdl] was utilized to carry out Suzuki and Heck reactions for a variety of substrates. (C) 2011 Elsevier Ltd. All rights reserved.