252684-48-3Relevant academic research and scientific papers
The synthesis, structure and reactivity of 4-nonafluorobiphenyl complexes
Martin, Eddy,Hughes, David L.,Hursthouse, Michael B.,Male, Louise,Lancaster, Simon J.
experimental part, p. 1593 - 1601 (2009/07/25)
The Grignard reagent ArF′MgBr (ArF′ = 4-(C6F5)C6F4) reacts with Me 3SiCl, Me2SiCl2 and Me3SnCl to give the 4-nonafluorobiphenyl group 14 complexes ArF′Me 3Si, (ArF′)2Me2Si and Ar F′Me3Sn respectively. ArF′Me 3Sn undergoes only methyl group exchange when treated with BBr 3, yielding ArF′Me2SnBr. The solid state structures of ArF′Me3Sn and ArF′ Me2SnBr have been determined and exhibit the expected distorted tetrahedral geometries at tin. The reaction between three equivalents of Ar F′MgBr and BF3 was not selective, while one equivalent of ArF′MgBr and (ArF)2BF (ArF = C6F5) reacted cleanly to give (Ar F)2ArF′B. Treatment of BCl3 with three equivalents of ArF′Li, prepared at low temperature from the reaction between ArF′Br and n-BuLi, yielded (Ar F′)3B. The molecular structures of the acetonitrile adducts of (ArF)2ArF′B and (Ar F′)3B closely resemble that of (ArF) 3B·NCMe. During the course of the boron investigations, reaction with adventitious water led to the structural characterization of (ArF′)2BOH·OH2 as a hydrogen-bonded dimer. The Grignard reagent reacts selectively with ZnCl 2 in diethyl ether giving first [(ArF′)Zn(μ-Cl) (OEt2)]2 then (ArF′) 2Zn(OEt2)2, both of which have been characterised by X-ray diffraction. The corresponding reaction with HgCl 2 requires the use of tetrahydrofuran as the solvent and yields (ArF′)2Hg(THF)2. The Royal Society of Chemistry 2009.
