Perfluorocarbon-hydrocarbon self-assembly. Part 16: Anilines as new electron donor modules for halogen bonded infinite chain formation

N,N,N?,N?-tetramethyldianilines are well known donor modules tailored to ?,?-interaction driven self-assembly processes. When N,N,N?,N?-tetramethyl-1,4-phenylenediamine (1a) and bis[4-(N,N-dimethylaminophenyl)]methane (1c) interact with 1,4-diiodotetrafluorobenzene (2), the halogen bonding organises the perfluorocarbon and hydrocarbon modules into the one dimensional linear networks 3a,c overcoming the low affinity between the perfluorocarbon and hydrocarbon modules and their tendency to give ?,? stacks. The general effectiveness of N,N,N?,N?-tetramethyldianilines as specifically tailored telechelic modules in the exo-recognition of dihaloperfluorocarbons has been demonstrated.