Poster


                             Introducing Substituents on Cucurbiturils


                       Markéta Enderesová, Laura Gilberg, Vladimír Šindelář*
                                                 ^

            Department of Chemistry and RECETOX, Masaryk University, Kamenice 5, 625 00

                                 e-mail: m.enderesova@mail.muni.cz


Cucurbit[n]urils are macrocyclic compounds based on glycoluril monomer units connected by methylene
bridges. They are able to bind cations, with biggest interest in ammonium salts, inside the cavity.
Challenging is modification of cucurbiturils’ surface. There are known many examples of
substituents on glycoluril positions, but one example of methylene bridges modification.^1

Here we describes synthesis of cucurbit[6]urils modified on one methylene bridge. They were
prepared by reactions of acyclic glycoluril hexamer and various aldehydes introducing substituent
and even functional group on cucurbituril structure (Scheme 1).^2 We also measured association
constants of complexes between prepared cucurbituril and ammonium and diammonium guests.

Scheme 1

                                         Liblice-abstrakt


This work was supported by the Czech Science Foundation (13-15576S).


(1) Lucas, D.; Minami, T.; Iannuzzi, G.; Cao, L.; Wittenberg, J. B.; Anzenbacher, P.; Isaacs, L. J.
Am. Chem. Soc. 2011, 133 (44), 17966.

(2) Gilberg, L.; Khan, M. S. A.; Enderesova, M.; Sindelar, V. Org. Lett. 2014, 16 (9), 2446.