A series of highly preorganized, polyheterocyclic hosts for creatinine
has been synthesized. Key receptors bearing intrinsic chromophores ar
e ketones 4 and 9. H-1 NMR and UV-visible spectroscopy were used to de
tect extraction of creatinine hydrochloride by 4 into CDCl3 and 5% eth
anol/chloroform, respectively. Receptor 9, which has an additional hyd
rogen-bond donor, binds creatinine in 70 % aq. methanol, as shown by c
hanges in UV-visible absorptions at constant pH (4.3). These hexagona
l lattice receptors are the most effective complexing agents known to
bind creatinine, which is a clinically important constituent of blood.