[Ar(Ar′)I][N(CF3)2], effect of fluorine substituents on aryl groups of iodonium cations and of coordinating bases on the fluoride transfer from the anion to the cation
摘要:
Three prototypical fluoroaryliodonium salts with the (N(CF3)(2)](-) anion were obtained by metathesis in the corresponding tetrafluoroborate salts [Ar(Ar')I][BF4](Ar/Ar' = C6H5/4-FC6H4, 3-FC6H4/4-FC6H4, C6F5/C6F5) with in situ generated Rb[N(CF3)(2)]. The kinetic lability of the [N(CF3)(2)](-) anion (potential fluoride donor like [OCF3](-)) in combination with the gradual change in fluoride affinity of the three [Ar(Ar')]I](+) fluoroaryliodonium cations allowed to distinguish the fluoride acceptor property of the three (Ar(Ar')I](+) fluoroaryliodonium cations. Coordinating solvents or ligands suppressed the fluoride transfer from the [N(CF3)(2)](-) anion to the fluoroaryliodonium cation. (C) 2012 Elsevier B.V. All rights reserved.