ortho-directed metathetical fluoride/amide exchange in (pentafluorophenyl)amidesстатья
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Аннотация:The indium tris(amide)s [(Et2N)(3-n)In{N(C6F5)(2-C5H4N)}(n)] [n = 1 (15), 2 (16) or 3 (9)] have been prepared by treatment of [In(NEt2)(3)](2) (3) with a stoichiometric amount of (2-C5H4N)(C6F5)NH (1). The analogous reaction of Bi(NMe2)(3) (2) with 3 equiv. of amine I and the treatment of BiCl3 (5) with a stoichiometric amount of (2-C5H4N)(C6F5)NLi (4) both lead to [Bi{N(C6F5)(2-C5H4N)}(3)] (10). In contrast, only the difluoride 11 or the monofluoride 12, which are the products of intramolecular ortho-directed exchange of NMe2 and F substituents, are obtained from the reaction of 2 with 1 or 2 equiv. of 1, respectively. The reaction between Me3Sb(Hal)(2) [Hal = Br (7) Cl, (8)] and 1 or 2 equiv. of lithium salt 4 gives the corresponding stable monoamides [Me-3(Hal)Sb{N(C6F5)(2-C5H4N)}] [Hal = Br (17), Cl (18)] or bis(amide) [Me3Sb{N(C6F5)(2-C5H4N)}(2)] (19), respectively. The structure of 9 has been confirmed by an X-ray structure analysis, and density functional calculations data have been used to explain the possible reaction pathway of the ortho-directed metathetical fluoride/amide exchange. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).