Polyfluoro aromatics

Recent Synthetic Methods for Polyfluoro-aromatic Compounds Yakobson, G G, Vlasov, V M Synthesis 652-672 220... 

Kinetics of Nucleophilic Substitution Reactions of Polyfluoro Aromatic Compounds (Russ) Rodionov, PP, Funn, G G hv Sib Old Akad NaukSSSR 3-26 87 B- [Pg.21]

A second fluorine substituent shields in the ortho- and especially in the para-position, but one in the meta-position deshields, with 1,3-5-trifluorobenzene having the most deshielded fluorines in a polyfluoro-aromatic system (Scheme 3.58). On the other hand, hexafluorobenzene has highly shielded fluorines. The fluorine spectra of these multifluoro-benzenes are second order in nature and their appearance is thus not generally predicable on the basis of first-order logic. 

A reaction that has not apparently been attempted with the analogous uranium and molybdenum species is that43 between polyfluoro aromatics and XeF+WF2, e.g. formation of 7, 8 and 9. 

The Preparation and Properties of Polyfluoro Aromatic and Heteroaromatic Compounds Brooke. G.M.. 1. Fluorine Chem. 1997, 86, 1- 76. 

Kinetics of Nucleophilic Substitution Reactions of Polyfluoro Aromatic Compounds ... 

Reactivity of Polyfluoro Aromatic Compounds (Published in Russian) Yakobson, G.G., Ed. Nauka, Sib. Otd. Novosibirsk, 1983. 

Webb G A Yakobson, G G, Ed Annual Reports on NMR Spectroscopy, Vol 14 Reactivity of Polyfluoro Aromatic Compounds (Russ) Academic Press Nauka, Sib Otd New York Novosibirsk, USSR 406 251... 

Nucleophilic Substitution in Polyfluoro-aromatic Compounds Kobrina L S Fluorine Chem Rev 7, 1-114 189... 

The nucleophilic phosphorus atom in the bromopcntafluorobenzene/tris(diethylamino)-phosphane system attacks the bromine, affording a phosphonium cation and a carbanion. The subsequent reactions of these species depend on the presence of C-electrophiles. It has been shown that this system is convenient for the introduction of the polyfluoroaryl fragment into polyfluoro aromatic compounds and perfluoroalkenes examples are given by the formation of7-n. - - ... 

Generally, polyfluoro-aromatic compounds and polyfluoroalkenes are not particularly susceptible to electrophilic attack and, consequently, electrophilic cleavage of these groups from metals, which in some cases occurs very rapidly, is of considerable interest. 

It also appears that the metal can act as a nucleophile in reactions of certain nickel complexes with polyfluoro-aromatic compounds [145-147]. Surprisingly, with penta-fluoropyridine, insertion occurs at the 2-position [145], which is in direct contrast with reactions of most other nucleophiles with this system (see Chapter 9), where... 

Osadchii SA, Barkhash VA (1970) Synthesis and some reactions of polyfluoro aromatic P-diketone. Zhurn Organ Khim 6 1627-1636 Chem Abstr (1970) 73 109623... 

Osadchii SA, Barkhash VA (1971) Reaction of polyfluoro aromatic p-diketones with hydrazines. Zhurn Organ Khim 7 1215-1220 Chem Abstr (1971) 75 98491... 

Brooke GM (1997) The preparation and properties of polyfluoro aromatic rmd heteroaromatic compounds. J Fluor Chem 86 1-76... 

The first examples of formation of a or-complex between a polyfluoro-aromatic compound and F have been reported trifluoro-5-triazine and CsF in tetra-methylene sulphone formed a o--complex which could be isolated and characterized by F n.m.r. spectroscopy. Analogous reactions with perfluoro-mono-and -di-isopropyl-s-triazines gave analogous complexes containing—CF2—, but they were not isolated. 

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