(2-(4,4-dimethyl-2-oxazolinyl)phenyl benzylselenide)dichloridopalladium(II) | 1313614-79-7

• 英文名称: (2-(4,4-dimethyl-2-oxazolinyl)phenyl benzylselenide)dichloridopalladium(II)
• CAS: 1313614-79-7
• 化学式: C₁₈H₁₉Cl₂NOPdSe
• 分子量: 521.641
• InChiKey: GPCMHMAHBYVCOH-UHFFFAOYSA-L

反应信息

• 作为产物：
  描述：

  双(乙腈)氯化钯(II) 、 <2-(4,4-Dimethyl-2-oxazolinyl)phenyl>benzyl selenide 以 二氯甲烷 为溶剂， 以96%的产率得到(2-(4,4-dimethyl-2-oxazolinyl)phenyl benzylselenide)dichloridopalladium(II)
  参考文献：
  名称：

  Selenoether ligand assisted Heck catalysis

  摘要：

  Selenoether ligands, 2,2'-methylenebis(selanediyl)bis(2,1-phenylene)dimethanol (5), (2,2'-(ethane-1,2-diylbis(selanediyl))bis(2,1-phenylene))dimethanol (6) and (2-(benzylselanyl)phenyl)methanol (7) have been synthesized by reducing di-o-formylphenyl diselenide and reacting the in situ generated selenolate with dibromomethane, 1,2-dibromoethane and benzyl chloride, respectively. The ligands, bis(2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)phenylselanyl)methane (8) and 1,2-bis(2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)phenylselanyl)ethane (9) have been synthesized similarly from bis[2-(4,4-dimethyl-2-oxazolinyl)phenyl] diselenide using electrophiles dibromomethane and 1,2-dibromoethane, respectively. Activity of ligands 5-9 along with 2-(2-(benzylselanyl)phenyl)-4,4-dimethyl-4,5-dihydrooxazole (10) and 1-(2-(benzylselanyl)phenyl)-N,N-dimethylmethanamine (11) were examined for the Heck reaction of aryl halides with olefins. Bidentate Se,N ligand 11 was found to be the best one in the series and constitutes an efficient phosphine-free catalytic system with PdCl2. The catalytic system showed moderate activity for the coupling of activated aryl chlorides in the presence of tetra-n-butyl ammonium bromide (TBAB). Complexes [10-PdCl2] (12) and [11-PdCl2] (13) have shown marginally better activity in comparison to the in situ generated catalysts from PdCl2 and 10 and 11, respectively in the coupling of 4-bromoacetophenone with n-butylacrylate. Ligand 9 and complex 13 have been characterized by single crystal X-ray diffraction analysis. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.03.047