We describe the synthesis of a structure based on the iron carbonyl me
diated head-to-head coupling of two molecules of 17 alpha-ethynylestra
diol that leads ultimately to a ferrole. This compound was prepared wi
th the aim of probing the mechanism of action of the estradiol recepto
r; spectroscopic, molecular modelling and biochemical studies are repo
rted. The estradiol-ferrole cluster retains a weak, but not zero, affi
nity for the estradiol receptor. There is reversible binding to the re
ceptor, and this is rationalized in terms of the pK(R+) value of - 13.
1 found for the bioorganometallic complex.