Site directed synthesis of mono and disubstituted SF5-polyfluoroalkyl benzenes

A novel method for the preparation of o-, m-, p-SF5CFCFYC6H4X (Y = Br, F and X = m-Br, p-Br, Cl, CH3, CF3, NO2, o-NO2, F, CF3, CH(CH3)(2)) derivatives was devised by a two-step reaction: SF5Br-addition to o-, m-, p-CF2=CFC6H4X followed by reaction of AgBF4 with the o, m-, p-SF5CF2CFBrC6H4X adducts....

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Bibliographic Details
Published inJournal of fluorine chemistry Vol. 126; no. 8; pp. 1202 - 1214
Main Authors Winter, RW, Dodean, R, Smith, JA, Anilkumar, R, Burton, DJ, Gard, GL
Format Journal Article
LanguageEnglish
Published LAUSANNE Elsevier 01.08.2005
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Physical Sciences
Science & Technology
FILMS
SF5-fluoroalkyl aromatics
BEDT-TTF
LIQUID-CRYSTALS
sulfur hexafluoride derivatives
DERIVATIVES
SALTS
trifluorostyrenes
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Summary:A novel method for the preparation of o-, m-, p-SF5CFCFYC6H4X (Y = Br, F and X = m-Br, p-Br, Cl, CH3, CF3, NO2, o-NO2, F, CF3, CH(CH3)(2)) derivatives was devised by a two-step reaction: SF5Br-addition to o-, m-, p-CF2=CFC6H4X followed by reaction of AgBF4 with the o, m-, p-SF5CF2CFBrC6H4X adducts. Additional studies have been carried out with several derivatives and includes the preparation of SF5CF2C(O)C6H5, p-CF3CFBrC6H4NO2, SF5CF2CF2C6H3(NO2)(2), SF5CFCFC6H3(NH2)(2), and an SF5CF2CF2 containing polyimide and dye. The complete characterization (IR, NMR, and MS) of these compounds is given. (c) 2005 Elsevier B.V. All rights reserved.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2005.05.009