The synthesis and properties of a number of functionalized calix[4]pyrroles
are described. To date, two generalized preparative approaches have been p
ursued. The first involves modifying the basic pyrrole-plus-ketone synthesi
s of calix[4]pyrrole by using modified precursors or by co-condensing more
than one ketone with pyrrole. The second approach relies on the reaction of
a pre-formed calix[4]pyrrole with an electrophile. In both cases, the resu
lting species can be subject to further manipulation. In this way a range o
f structures, including ones bearing ancillary recognition subunits, electr
o- or photochemical reporter groups, and/or water solubilizing substituents
may be obtained. Solid supports bearing calix[4]pyrroles may also be produ
ced in this way.