Oxidative addition of some mono, di or tetra ...



Title Oxidative addition of some mono, di or tetra haloalkanes to organoplatinum(II) complexes.
Author(s) Badri Z. Momeni, Mehdi Rashidi, Mohammad M. Jafari, Brian O. Patrick, Alaa S. Abd-El-Aziz
Journal Journal of Organometallic Chemistry,
Date 2012
Volume 700
Start page 83
End page 92
Abstract Dimethylplatinum(II) complexes [PtMe2(NN)] {NN = bpy (2,2'-bipyridine), phen (1,10-phenanthroline) or bu2bpy (4,4'-di-tert-butyl-2,2'-bipyridine)} were reacted with alkyl halides (RX = EtI or EtBr, NN = bu2bpy; RX = nBuBr, NN = bpy; RX = CHPh2Br, NN = bpy, phen, or bu2bpy) to yield the Pt(IV) complexes [PtMe2RX(NN)]. On the basis of NMR data, the Pt(IV) product of each reaction contains almost exclusively the kinetic trans isomer, and only in a few cases, very small traces of the thermodn. cis isomers are obsd. The binuclear complexes [Pt2Me4Br2{μ-(CH2)2}(NN)2] (NN = bpy, phen) were obtained from reaction of [PtMe2(NN)] with 1,2-dibromoethane. Notably, the mononuclear complex fac-[PtMe3Br(bpy)], obtained as a byproduct during the reaction of [PtMe2(bpy)] with 1,2-dibromoethane, was characterized by x-ray crystallog. from the reaction of [PtMe2(bpy)] with 1,2-dibromoethane. On the other hand, the reaction of [PtMe2(bu2bpy)] with 1,2-dibromoethane resulted in formation of the mononuclear complex trans-[PtMe2Br{(CH2)2Br}(bu2bpy)]. The reaction of [PtMe2(NN)] with 1,2-bis(dibromomethyl)xylene in a 1:1 or 2:1 mol ratio afforded the mononuclear complexes [PtMe2(CHBr-o-C6H4CHBr2)Br(NN)] (NN = bpy, phen, or bu2bpy) or binuclear complexes [Pt2Me4Br2{μ-o-(CHBr)2C6H4}(NN)2] (NN = bpy, or phen), resp. Finally, 1,3-dibromobutane was oxidatively added to the organoplatinum(II) complexes [PtR2(NN)] (R 2 = (CH2)4, NN = bpy, or phen; R = Me; NN = bpy) via an SN2 mechanism from the less sterically hindered C-Br side to yield the complexes trans-[PtR2Br{(CH2)2CHBrCH3}(NN)]. The products were fully characterized by 1H and 13C NMR spectroscopy and elemental anal. The platinacycle complex [Pt(CH2)4(bpy)] was shown to react faster, as compared to the di-Me analog complex [PtMe2(bpy)], by a factor of 3.8-4.2. The reactions of [Pt(CH2)4(bpy)] or [Pt(CH2)4(phen)] with 1,3-dibromobutane were faster as compared to those with 1,4-dibromobutane, due to the activation effect of the platinum. [on SciFinder(R)]
DOI 10.1016/j.jorganchem.2011.11.018

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