Abstract:
Receptors specific for inorganic anions have been described for several decades.
Several of these anions, i.e. chloride, phosphate, and acetate are essential in biology. A novel
neutral anion receptor specific for the phosphate containing head group of bacterial membrane
fatty acids was conceptualized as part of a possible broad spectrum antibiotic. The receptor
and several related derivatives were synthesized over fourteen steps. The most important step
which involved placing ureidomethylene groups to a bis‐phenolic scaffold was developed as a
novel method. The method was probed for scope and utility with a variety of aromatic
nucleophiles. The aforementioned anion receptors were tested for binding capabilities against
several inorganic anions, and against a synthetic tetrabutylammonium salt of a phospholipid.
Several of the derivatives were also tested for antibiotic activity against several species of gram
negative bacteria. Finally, the receptors were used to bind chloride anion in solvents containing
a variable amount of water to determine if the presence of water would result in stronger anion
binding.