612844-47-0Relevant academic research and scientific papers
Aryl-aryl coupling in a polycyclic aromatic hydrocarbon with embedded tetracoordinate boron centre
Kirschner, Sven,Bao, Song-Song,Fengel, Melina K.,Bolte, Michael,Lerner, Hans-Wolfram,Wagner, Matthias
supporting information, p. 5060 - 5065 (2019/06/03)
The addition of 2 eq. of MesLi to the biphenylene-containing 9,10-dihydro-9,10-diboraanthracene (DBA) 2 results in the formation of the corresponding oxaboraphenanthrene 3 after column chromatography under ambient conditions. In the initial step, the anio
An estimate of the reduction potential of B(C6F 5)3 from electrochemical measurements on related mesityl boranes
Cummings, Sarah A.,Iimura, Masanori,Harlan, C. Jeff,Kwaan, Rebecca J.,Vu Trieu, Isabelle,Norton, Jack R.,Bridgewater, Brian M.,Jaekle, Frieder,Sundararaman, Anand,Tilset, Mats
, p. 1565 - 1568 (2008/10/09)
MesB(C6F5)2 (1) has been prepared from MesMgBr and FB(C6F5)2·OEt2, while Mes2B(C6F5) (2) is readily available from CuC6F5 and Mes2BBr. The reduction potential E? of 1 vs Cp2Fe0/+ in THF is -1.72 V, while that of 2 is -2.10 V, and that of Mes3B (3) is -2.73 V. 11B and 1H NMR show that neither 1 nor 2 binds THF significantly. These results have been used to estimate the reduction potential of B(C6F5)3 in THF as -1.17 V vs Cp 2Fe0/+ or as -0.64 V vs SCE.
A comparative study of base-free arylcopper reagents for the transfer of aryl groups to boron halides
Sundararaman, Anand,J?kle, Frieder
, p. 134 - 142 (2007/10/03)
A comparative study on the reactivity and selectivity of arylcopper species in reactions with boron halides was performed. Mesitylcopper reacts with BX3 (X=Cl, Br) in toluene at low temperature under highly selective formation of the monosubstituted boranes MesBX2. The dimesitylboranes Mes2BX are gradually formed with a twofold excess of the organocopper reagent at elevated temperature. In contrast, pentafluorophenylcopper shows a tendency for formation of B(C6F5) 3 in reactions with BX3 irrespective of the stoichiometry used, suggesting a strong impact of electronic factors on the selectivity of the aryl transfer reaction. New procedures for the synthesis of the pentafluorophenylboron halides C6 F5BX2 (X=Cl: 57%; X=Br: 62%) and of tris(pentafluorophenyl)borane (80%) and related mixed-substituted triarylboranes from the base-free isolable pentafluorophenylcopper precursor have been developed.
