Glycoluril Based Oligomers
Marek Štancl
Supervisor: Ing. Vladimír Šindelář, Ph.D.
Thesis is focused on chemistry of glycoluril, particularly non-cyclic glycoluril oligomers with
formaldehyde. New approach to preparation of 1,6-disubstituted glycoluril based on
cyclocondensation of bisureas with glyoxal was introduced. Selective method for synthesis of
o-xylylene protected glycoluril oligomers with two, three and four glycoluril units was
developed. This methodology allows preparation of individual oligomers without laborious
use of chromatographic techniques or fractional crystallization. These oligomers represent a
new class of host molecules capable to bind positively charged molecules e.g. ammonium
salts. These oligomers could have similar potential as cucurbiturils, well known cavitands,
which are now tested for instance in drug formulations and influence drug stability, releasing
and selectivity.