New pallada- and platinacycle complexes of phosphorus ylide: Synthesis, structural characterization, antioxidant capacity and catalytic behavior towards Mizoroki-Heck reactions

作者：Sabounchei Seyyed Javad^*; Hashemi Ali; Yousefi Abed; Derakhshandeh Parviz Gohari; Karamian Roya; Asadbegy Mostafa; Van Hecke Kristof^*

来源：Polyhedron, 2017, 135: 1-9.

DOI：10.1016/j.poly.2017.06.043

• Pallada- and platinacycle
• Phosphorus ylide
• X-ray structure
• Mizoroki-Heck reaction
• Antioxidant capacity

The reactions of c-keto stabilized phosphorus ylide Ph2P(CH2)(2)PPh2C(H)C(O)C6H4-m-Br (Y) with [MCl2(cod)] (M = Pd or Pt; cod = 1,5-cyclooctadiene) in equimolar ratio using dichloromethane as a solvent are reported. These reactions led to the formation of new P, C-chelated pallada- and platinacycle complexes INICl2(Ph2P(CH2)(2)PPh2C(H)C(O)C6H4-m-Br)] (M = Pd (Cl) and Pt (C-2)). Characterization of the obtained compounds was performed by elemental analysis and IR, H-1, C-13, and P-31 NMR spectroscopic methods. Also, the unequivocal structures of these complexes were characterized crystallographically. Both structures consist of six-membered rings formed by coordination of the phosphorus ylide (Y) through the phosphine group and the ylidic carbon atom to the metal center. Furthermore, palladacycle Cl was employed as an efficient catalyst in the Mizoroki-Heck coupling reaction of several aryl chlorides and olefins. The coupled products of these reactions were obtained under aerobic conditions in high yields using aqueous DMF as a solvent. Additionally, the antioxidant capacity of the reported compounds with butylated hydroxytoluene (BHT) as standard was evaluated by the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging method. Apparently, all synthesized compounds possess strong antioxidant capacity (IC50; 0.584 0.009-0.751 0.003 mg/ml).

• 出版日期2017-10-15