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Polyfluoroorganotrifluoroborates and -difluoroboranes: interesting materials in fluoroorgano and fluoroorgano-element chemistry
Authors:Anwar Abo-Amer  Vadim V Bardin  Hermann-Josef Frohn  Christoph Steinberg
Institution:a Inorganic Chemistry, University Duisburg-Essen, D-47048 Duisburg, Germany
b N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, 630090 Novosibirsk, Russia
Abstract:The aimed introduction of the polyfluoroorgano groups (4-C5F4N), C6F13C2H4, and C2F5 into methoxy group-containing boron electrophiles is reported. The new compounds obtained after transformations K(4-C5F4N)BF3], (4-C5F4N)BF2, KC6F13C2H4BF3], C6F13C2H4BF2, K(C2F5)2B(OMe)2], and K(C2F5)2BF2] were isolated and characterised. Additionally some of their precursors as there are Li(4-C5F4N), Li(4-C5F4N)B(OMe)3], (4-C5F4N)B(OH)2 and the by-products Li(4-C5F4N)2B(OMe)2], (4-C5F4N)2BOH, and K(4-C5F4N)2BF2] are described. The usefulness of polyfluoroorganodifluoroboranes for introducing polyfluoroorgano groups into hypervalent Fsingle bondEsingle bondF bonds is demonstrated by the synthesis of C6F5(4-C5F4N)I]BF4] and p-FC6H4(trans-CF3CFdouble bond; length as m-dashCF)I]BF4].
Keywords:Polyfluoroorgano groups  Methoxyborates  Fluoroborates  Aryl(heteroaryl)iodonium salts  Alkenyl(aryl)iodonium salts  NMR spectroscopy
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