2285-29-2Relevant academic research and scientific papers
Palladium-catalyzed cross-coupling of polyfluoroarenes with simple arenes
Li, Hu,Liu, Jia,Sun, Chang-Liang,Li, Bi-Jie,Shi, Zhang-Jie
supporting information; experimental part, p. 276 - 279 (2011/04/17)
The most efficient method to construct biaryls is the direct dehydrogenative cross-coupling of two different aromatic rings. Such an ideal cross arylation starting from distinct polyfluoroarenes and simple arenes was presented. The selectivity of the cross-coupling was controlled by both of the electronic property of fluoroarenes and steric hindrance of simple arenes. Diisopropyl sulfide was essential to promote the efficacy.
Reactions of dry arenediazonium o-benzenedisulfonimides with triorganoindium compounds
Barbero, Margherita,Cadamuro, Silvano,Dughera, Stefano,Giaveno, Cinzia
, p. 4884 - 4890 (2007/10/03)
The reaction between various arenediazonium o-benzenedisulfonimides and triorganoindium compounds is described. Depending on the reaction conditions, it is possible to obtain biaryls (16 examples, average yield of 79%) or diaryldiazenes (18 examples, average yield of 81 %). o-Benzenedisulfonimide can be recovered and reused to prepare additional arenediazonium o-benzenedisulfonimides. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
The Photolyses of 2,6- and 2,4-Difluorohalobenzenes
Song, Yong-Qi,Yuzuri, Tomoaki,Suezawa, Hiroko,Sakakibara, Kazuhisa,Hirota, Minoru,Nakada, Masahiro
, p. 1875 - 1878 (2007/10/03)
Photolyses of 2,6- and 2,4-difluorobromobenzenes in acetonitrile gave isomerized and brominated products in addition to 1,3-difluorobenzene produced by the dehalogenation.The reactions were compared with similar reactions of the corresponding chloro- and iodoarenes.In general, photolytic cleavage of the C-X bond of 2,6-difluorohalo(X)benzene was shown to proceed more easily than the corresponding 2,4-difluorohalo compound.
Homolytic Reactions of Polyfluoroaromatic Compounds. Part 16. Competitive Phenylation of Polyfluorobenzenes
Allen, Kim J.,Bolton, Roger,Williams, Gareth H.
, p. 691 - 696 (2007/10/02)
Pairs of polyfluorobenzenes were allowed to compete for phenyl radicals generated by thermolysis of benzoyl peroxide at 80 deg C.From the relative yields of biaryl, and the yields of each biaryl formed upon arylation of each arene individually, the relative rates of attack of each site in each arene were deduced.Neither iron(III) benzoate nor trichloroacetic acid uniformly improved yields of biaryl, although in some cases the isomer distribution altered, when decomposition of benzoyl peroxide was carried out in the presence of such additives, to favour products of aryldehydrogenation or of aryldefluorination, respectively.Competition did not usually affect the distribution of attack of a particular arene, except when hexafluorobenzene was used, in which case greater selectivity of attack of the second arene occured.This suggested the formation of a 'stabilised' phenyl radical, and supported an earlier suggestion of species such as >; other evidence also supported the postulate.
