New pentafluorophenyliodine(III) and (V) compounds

New pentafluorophenyliodine(III) and (V) compounds

319 P46 Reactions of pentafluorophenylxenon(I1) hexafluoroarsenate [ C,F,Xe] + [AsF,] - with aromatic compounds H. J. Frohn, A. Klose Department of I...

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P46 Reactions of pentafluorophenylxenon(I1) hexafluoroarsenate [ C,F,Xe] + [AsF,] - with aromatic compounds H. J. Frohn, A. Klose Department of Inorganic Chemistry, D-4100 Duisburg I (Germany)

University

of Duisburg,

Lothurstr.

I,

and V. V. Bar-din Institute of Organic Chemistry,

63 00 90 Novosibirsk

(Russia)

Pentafluorophenylxenon(I1) hexafluoroarsenate [ &F,Xe] + [AsF,] - reacts in MeCN at 20 “C with aromatic compounds C6H& (X=CH3, F, CF,, NOZ and CN) yielding isomer-k mixtures of polyfluorinated biphenyls C6F5C6H4X. When X= I, iodopentafluorobenzene is formed in addition, whereas trimethylsilylbenzene (X=SiMe,) yields only C6F5C6H5 and C6F,H. These results are compared with data of radical pentafluorophenylations and fluorination reactions with XeF, of the corresponding aromatic compounds. Polyfluoroaromatic compounds C6F6, C6F5H, C6F,I, &F&N and C6F,SiMe3 do not react with [C6F5Xe]+ [AsF,] - under the same conditions.

P47 New pentafluorophenyliodine(II1)

and (V) compounds

H. J. Frohn, S. Gorg and A. Priwitzer Departof Inorganic Chemistry, D-4100 Duisburg I (Gmny)

University

of Duisburg,

Lotharstr.

1,

The synthesis of (&F&IF and (C6F&I was achieved by using C6F,IF2 as a synthon in fluorine aryl substitution. The new compounds which are stable at room temperature were analytically and spectroscopically characterized. Initial findings of their reactivity will be discussed. CGF,I(0)F,-synthesized by fluorine-oxo substitution on &F,IF,-reacts with Lewis acids forming the electrophilic species [ C,F,I(O)F] + . Among other reactions, electrophilic substitution reactions on aromatic compounds will be reported in detail. New results of fluorine aryl polysubstitution reactions on C6F,I(0)F, and C6F51F4 will be also presented.