4- bromophenyl 3-fluorophenyl

Fig. 2. Preparation of precursors for closure to stmcture (24) at the a bond. (25) = 2,4-dichloro-5- uoroacetophenone [704-10-9], (26) = 4-bromo-2,5-difluoroacetophenone [123942-11 -0], (27) = 2,4-dichloro-5-fluoroben2oic acid [86522-89-6], (28) = 4-bromo-2,5-difluoroben2oic acid [28314-82-1] (29) = ethyl 3-(2,4-dichloro-5-fluorophenyl)-3-oxopropanoate(30) = ethyl 3-(2,5-difluoro-4-bromophenyl)-3-oxopropanoate...

The benzene derivatives containing the fluorinated sulfone have been prepared either by nucleophilic substitution of the 4-fluorophenyl derivative (e.g. 1) or by starting with the appropriately substituted sodium thiophenoxide and reacting with perfluoroalkyl iodide follow by oxidation with either MCPBA or chromium oxide (12. li.) The biphenyl derivatives have been prepared by palladium catalyzed cross coupling chemistry of the 4-bromophenyl derivative (e.g. 2) with substituted phenyl boronic acid (yields 37-84%) (JLH, .). Compound 16 has been prepared by palladium catalyzed cross coupling of (4-bromophenyl)perfluorohexyl sulfone with vinyl anisole in 37 % yield (JJL). The vinyl sulfones, 7 and 9, have been prepared by condensation of CH3S02Rf (JJL) with the appropriate aldehyde (yields 70,and 73%) following a literature procedure (1 ). Yields were not optimized. 

CN 4-[4-(4-bromophenyl)-4-hydroxy-1 -piperidinyl ]-1 -(4-fluorophenyl)-1 -butanone monohydrochloride... 

BROMOPHENYL)METHOXY)-4-CHLORO-2-(4-CHLORO-2-FLUOROPHENYL)-3(2H)-PYRIDAZINONE see BNX035... 

Similarly prepared were the corresponding diphenyl. bis[4-methylphenyl], bis[4-bromophenyl]. and fluorophenyl] derivatives ... 

Analogues with an ortlzo-substituted aryl group in 2-chloro-6-methyl-phenyl, 2-bromophenyl, 2-chlorophenyl, 2-tolyl, 2-fluorophenyl did not show any coalescence of the methylene AB signal at high temperature. Colebrook et al. rightly concluded that compounds of this type should be resolvable and have substantial optical stability at normal temperatures (75CJC3431). 

Bromo-5-fluoro-4-hydroxyphenyl)phenylmethanone, 43 (4-Bromo-2-fluorophenyl)(4-hydroxyphenyl)methanone, 143 (3-Bromophenyl)(5-fluoro-2-hydroxyphenyl)methanone, 201 (4-Bromophenyl)(2-fluoro-4-hydroxyphenyl)methanone, 201 (4-Bromophenyl)(3-fluoro-4-hydroxyphenyl)methanone, 202... 

Bromo-2-hydroxy-5-methylphenyl)(3-fluorophenyl)methanone, 218 (3 -Bromophenyl)(3-fluoro-2-hydroxy-5-methylphenyl)methanone, 218... 

Dihydroxy-4-methylphenyl)(4-hydroxyphenyl)methanone, 474 [190728-32-6] (4-Hydioxyphenyl)[2-(trifluoromethyl)phenyl]methanone, 164 [190728-33-7] (4-Butylphenyl)(4-hydroxyphenyl)methanone, 185 [190728-34-8] (3-Fluorophenyl)(4-hydroxyphenyl)metlianone, 155 [192437-36-8] (4-Bromophenyl)(2,5-difluoro-4-hydioxyphenyl)methanone, 195 [192443-11-1] (4-Bromo-2-fluorophenyl)(4-hydroxyphenyl)methanone, 143 [192443-53-1] (4-Bromophenyl)[2-(dibromomethyl)-4-hydroxyphenyl] methanone, 215... 

Poly(l-phenylethylene) Polystyrene -[C HgCHCHJ Poly[l-(4-acetylphenyl)ethylene] Poly[l-(4-benzoylphenyl)ethylene] Poly[l-(4-bromophenyl)ethylene] Poly[l-(4-butoxyphenyl)ethylene] Poly[l-(4-butoxycarbonylphenyl)ethylene] Pol[(l-(4-butylphenyl)ethylene] Poly[l-(4-carboxyphenyl)ethylene] Poly[l-(2-chlorophenyl)ethylene] Poly[l-(3-chlorophenyl)ethylene] Poly[l-(4-chlorophenyl)ethylene] Poly[l-(2,4-dichlorophenyl)ethylene] Poly[l-(2,5-dichlorophenyl)ethylene] Poly[l-(2,6-dichlorophenyl)ethylene] Poly[l-(3,4-dichlorophenyl)ethylene] Poly[l-(2,4-dimethylphenyl)ethylene] Poly[l-(4-(dimethylamino)phenyl)ethylene] Poly[l-(4-ethoxyphenyl)ethylene] Poly[l-(4-ethoxycarbonylphenyl)ethylene] Poly[l-(4-fluorophenyl)ethylene] Poly[l-(4-iodophenyl)ethylene] Poly[l-(4-methoxyphenyl)ethylene] Poly[l-(4-methoxycarbonylphenyl)ethylene] Poly(l-methyl-l-phenylethylene)... 

Fig. 2.12 Identical molecular chain formed via C-H- - -F-C H-bonds in case of a 2-fluoro-7V-(2-fluorophenyl)benzamide b 2-fluoro-iV-(2-clilorophenyl)benzaniide. c Part of crystal packing in 2-fluoio-lV-(2-bromophenyl)benzamide showing presence of C-H---F-C H-bonds [88, 89]...

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