Formation of perfluorinated polyphenylenes by multiple pentafluorophenylation using C6F5Si(CH3) 3
Pentafluorophenylation of perfluoroarenes with C6F 5Si(CH3)3 was investigated by using NMR and MALDI-TOF-MS techniques. Successive multiple pentafluorophenylation easily occurred not only on the para-position but also on the ortho-positions to provide perfluorinated p-phenylene and m-phenylene compounds. The perfluoroarenes having electron-withdrawing substituents provided oligo- to poly-(phenylene)s depending on the added amounts of C6F 5Si(CH3)3, while the perfluoroarenes having electron-donor substituents gave H(C6F4)nF polymers produced from C6F5H, which was the decomposed product of C6F5Si(CH3)3.
Nishida, Masakazu,Hayakawa, Yoshio,Ono, Taizo
experimental part
p. 1314 - 1321
(2011/02/22)
Photocatalysis of Perfluorinated Oligo(p-Phenylene)s
Perfluorination of oligo(p-phenylene)s (OPP-n), biphenyl(OPP-2) to p-quaterphenyl (OPP-4), induces various changes in the spectral and physical characteristics of OPP-n; a hypsochromic shift of their absorption spectra, a decrease in their fluorescence qu
Maruo, Katsuya,Wada, Yuji,Yanagida, Shozo
p. 3439 - 3449
(2007/10/02)
REACTION OF AROMATIC COMPOUNDS WITH NUCLEOPHILIC REAGENTS IN LIQUID AMMONIA IV.* THE NUCLEOPHILIC AND PROTOPHILIC ACTIVITY OF METHOXIDE AND HYDROXIDE IONS IN REACTIONS WITH POLYFLUORINATED AROMATIC COMPOUNDS
In the reaction of polyfluorinated derivatives of benzene with potassium methoxide in liquid ammonia a fluorine atom is substituted by a methoxy group.With potassium hydroxide reactions involving removal of a proton from a ring carbon atom take place preferentially.The possibility of polyfluoroarylation and methylation catalyzed by potassium hydroxide in polyfluorinated aromatic compounds, based on capture of the polyflurinated aryl anion by the electrophile, was demonstrated.
Shtark, A. A.,Chuikova, T. V.,Shteingarts, V. D.
p. 960 - 967
(2007/10/02)
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