(C6H5)(2-HOC6H4)C=N(CH2)2SePh | 1166396-28-6

• 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: (C6H5)(2-HOC6H4)C=N(CH2)2SePh
• 英文别名: 2-[C-phenyl-N-(2-phenylselanylethyl)carbonimidoyl]phenol
• CAS: 1166396-28-6
• 化学式: C₂₁H₁₉NOSe
• 分子量: 380.348
• InChiKey: ARIDWMOBNIENOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  sodium tetrachloropalladate(II) 、 (C6H5)(2-HOC6H4)C=N(CH2)2SePh 以 水 、 丙酮 为溶剂， 以81%的产率得到[PdCl((C6H5)(2-OC6H4)C=N(CH2)2SePh)]
  参考文献：
  名称：

  Palladium(II), platinum(II), ruthenium(II) and mercury(II) complexes of potentially tridentate Schiff base ligands of (E, N, O) type (E=S, Se, Te): Synthesis, crystal structures and applications in Heck and Suzuki coupling reactions

  摘要：

  Schiff bases of 2-hydroxybenzophenone (HBP) (C6H5)(2-HOC6H4)C=N(CH2)(n)EAr (L1/L2: E = S, Ar = Ph, n = 2/3; L3/L4: E = Se, Ar = Ph, n = 2/3; L5/L6: E = Te, Ar = 4-MeOC6H4, n = 2/3) and their complexes [PdCl(L-H)] (L = L1-L6; 1, 2, 3, 5, 7, 11), [PtCl(L3-H/L5-H)] (4/8), [PtCl2(L4/L6)(2)] (6/12), [(p-cymene)RuCl(L5/L6)]Cl (9/13) and [HgBr2(L5/L6)(2)] (10/14) have been synthesized and characterized by proton, carbon-13, selenium-77 and tellurium-125 NMR, IR and mass spectra. Single crystal structures of L1, 1, 3, 4, 5 and 7 were solved. The Pd-E bond distances (angstrom): 2.2563(6) (E = S), 2.3575(6)-2.392(2) (E = Se); 2.5117(5)-2.5198(5) (E = Te) are near the lower end of the bond length range known for them. The Pt-Se bond length, 2.3470(8) angstrom, is also closer to the short values reported so far. The Heck and Suzuki reaction were carried out using complexes 1, 3, 5 and 7 as catalysts under aerobic condition. The percentage yields for trans product in Heck reaction were found upto 85%. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.02.031