157829-76-0Relevant academic research and scientific papers
Synthesis and coordination chemistry of ortho-perfluoroalkyl-derivatised triarylphosphines
Croxtall, Ben,Fawcett, John,Hope, Eric G.,Stuart, Alison M.
, p. 491 - 499 (2007/10/03)
In order to establish the steric and electronic effects of fluorous ponytails in the ortho-positions of triarylphosphines the two novel phosphines, PPh2(2-C6H4C6F 13) II and P(4-C6H4C6F13)2 (2-C6H4C6F13) V, have been synthesised and their coordination chemistry investigated and compared with that of the ortho-trifluoromethyl-derivatised ligand, PPh2(2-C6H4CF3) VI. The single crystal X-ray structures of Ph2P(O)(2-C6H4C6F13) and Ph2P(O)(2-C6H4CF3), along with that of PPh2(2-C6H4CF3), are reported and compared with each other. The large steric influence of the ortho-trifluoromethyl and -perfluorohexyl substituents results in the formation of the, normally, less-thermodynamically favoured trans-[PtCl2L2] complexes. Analysis of the single crystal X-ray structures of trans-[PtCl2{PPh2(2-C6H4CF 3)}2] 1, trans-[PtCl2{PPh2(2-C6H4C 6F13)}2] 2 and trans-[RhCl(CO){PPh2(2-C6H4CF3)} 2] 4 reveals a larger cone angle for PPh2(2-C6H4CF3) (169°) than for PPh2(2-C6H4C6F13). An average cone angle of 166° was calculated for the latter phosphine with values ranging from 164 to 168°.
Phosphorus(III) ligands in fluorous biphase catalysis
Bhattacharyya, Pravat,Croxtall, Ben,Fawcett, Joanne,Fawcett, John,Gudmunsen, David,Hope, Eric G.,Kemmitt, Ray D.W.,Paige, Danny R.,Russell, David R.,Stuart, Alison M.,Wood, Dan R.W.
, p. 247 - 255 (2007/10/03)
The synthesis, coordination chemistry and catalytic applications of a series of perfluoroalkyl-substituted phosphorus(III) ligands is illustrated.
Direct Perfluoroalkylation of Aromatic and Heteroaromatic Compounds with Perfluoroalkanesulfonyl Chlorides Catalysed by a Ruthenium(II) Phosphine Complex
Kamigata, Nobumasa,Ohtsuka, Takeshi,Fukushima, Takamasa,Yoshida, Masato,Shimizu, Toshio
, p. 1339 - 1346 (2007/10/02)
The perfluoroalkylation of aromatic and heteroaromatic compounds by perfluoroalkanesulfonyl chlorides 1 has been investigated in the presence of a ruthenium(II) phosphine complex.The reaction of compounds 1 with substituted benzenes or thiophenes proceeded smoothly with extrusion of sulfur dioxide at 120 deg C to give corresponding perfluoroalkylated compounds in good yield.No expected perfluoroalkylated product was obtained in the reaction of compounds 1 with pyrrole; however, 1-trimethylsilyl- and 1-triisopropylsilyl-pyrrole were regioselectively perfluoroalkylated at their 2- and 3-position, respectively.
POLYFLUOROALKYLATION OF BROMOAROMATIC COMPOUNDS VIA PERFLUOROALKYLCOPPER INTERMEDIATES
Chen, Grace J.,Tamborski, Christ
, p. 207 - 228 (2007/10/02)
Cross coupling reactions between various perfluoroalkyl iodides, copper and mono and dibromobenzenes, as well as mono and dibromobenzenes containing functional groups e.g., OH, CO2H, CO2R, NO2, NH2, OCH3 and C(O)CH3 have produced perfluoroalkyl substituted aromatic compounds in good to excellent yields.From certain bromo arenes, by-products were obtained, indicating competing reactions.These reactions may be due to the slower rate of cross coupling between a carbon-bromine bond and the perfluoroalkylcopper intermediate as compared to the cross coupling reaction involving a carbon-iodine bond with the perfluoroalkylcopper intermediate.
