Controlling the self assembly of arene functionalised 2-aminopyrimidines by arene-perfluoroarene interaction and by silver(I) complex formation

Abstract

The arene functionalised 2-aminopyrimidines 4–6 have been synthesized. These compounds bear an aminopyrimidine unit for self assembly based on hydrogen bonding and an arene moiety which is suitable for solid state π–π-interactions. The crystal structures show networks built up by coexisting non covalent interactions. Also the hexafluorobenzene co-crystals of this series of compounds were investigated by X-ray structure determination. Herein, the arene–perfluoroarene interaction is crucial for crystal structure organisation, but still in coexistence with hydrogen bonding motives. The silver tetrafluoroborate complexes of the aminopyrimidines [Ag(L)2]+ BF4− (L = 4–6) were synthesized and the solid state structures determined. Here, the hydrogen bonding motive is replaced by the silver coordination and the arene–arene interaction was investigated joining the silver assembling motive.