Halogen Bonding in N-Alkyl-Bromo-/Lodo-Pyridinium Salts and its Application in Chromatography.

The alkylation of 3-/4-bromo- and -iodopyridine with methyl triflate smoothly affords the corresponding N-methylpyridinium triflate salts. An anion exchange with NaI or [PPh]Y (Y=Cl, Br, I) yields the corresponding halide salts. Most of them could be structurally characterized and their strong halogen bonds were investigated.

Co-Crystal Formation of Partially Fluorinated 1,3,5-Tris(phenylethynyl)benzenes.

Several rigid 1,3,5-tris(phenylethynyl)benzenes with different fluorination patterns were synthesized through selective Sonogashira-Hagihara coupling reactions to analyze the packing behavior in solid-state structures. The aggregation is dominated by various intermolecular interactions between aryl substituents, triple bonds, C-H bonds and H⋅⋅⋅F contacts. Co-crystallization experiments for the analysis of preferred aryl-aryl-interactions led to 1 : 1 complexes.