Hydrogen-bonded ureidopyrimidinone I was prepd. in 4 steps starting from potassium Et malonate and 2-ethylhexanoyl chloride. A linear analog of I, having a p-phenylene linker, was also prepd. The slope of the concn.-dependent viscosity of I in CHCl3 is much lower than that of bifunctional ureidopyrimidinones, which form linear polymers. The analog of I is preorganized to form rigid linear polymers, whereas I is preorganized to form a stable hexameric ring in CHCl3.
|Publication status||Published - 2003|