- Polar trifluoromethylation reactions: the formation of bis(trifluoromethyl)iodine(III) compounds and trifluoromethyl iodine(III) cations and anions
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IX3 (X = Cl, OCOCF3, ONO2) reacts with Cd(CF3)2 complexes or Bi(CF3)3 to yield the corresponding CF3IX2 derivatives. 19F nuclear magnetic resonance spectroscopic evidence is found for + and I(CF3)2X (X = Cl, OCOCF3) in the reactions of CF3IX2 with Cd(CF3)2 complexes.During the reaction of CF3IF2 and Hg(CF3)2 the new species I(CF3)2F and cis-- are identified by nuclear magnetic resonance spectroscopy.The reactions proceed under polar conditions and can be accelerated by the addition of a Lewis acid such as BF3, B(OCOCF3)3, or Sb(V) compounds.Difluoromethyl compounds are formed as by-products.Key words: polar trifluoromethylations, trifluoromethyl iodine(III) compounds, difluoromethyl group formation.
- Tyrra, Wieland,Naumann, Dieter
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p. 327 - 333
(2007/10/02)
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- ON SOME NEW TRIFLUOROMETHYL IODINE(III) COMPOUNDS: REACTIONS OF CF3IF2 WITH BORON AND SILICON COMPOUNDS AND CF3ICl2 WITH SILVER SALTS
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CF3IF2 undergoes fluorine exchange reactions with BX3 (X = Cl, Br, I, OCOCF3) to form the compounds CF3IX2.The reactions of CF3IF2 with (CF3)2BN(CH3)2, (CH3)3SiNCO and (CH3)3SiN(CH3)COCF3 yield the corresponding new trifluoromethyl iodine (III) nitrogen compounds.A preparative method for the synthesis of CF3ICl2 is found by reacting CF3IF2 with (CH3)3SiCl.CF3ICl2 reacts with AgX (X = OCOCF3, SCF3) to yield the corresponding CF3IX2 compounds and with (C6H5)4AsCl the novel ion (-) is detected.Products were identified by n.m.r. spectroscopy.
- Tyrra, Wieland,Naumann, Dieter
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p. 401 - 416
(2007/10/02)
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