P. Młynarz et al. / Journal of Molecular Structure 991 (2011) 18–23
23
were the smallest ones in each studied group, namely Li+ and
Mg2+ ions. Similarly to metal ions also ammonium cationic of or-
ganic molecules were strongly bound to the host in the gas phase
with preferences towards pentaetylenehexamine (5EN6A). Quite
surprisingly, only moderate interactions were found in solution.
Acknowledgements
The authors would like to thank following professors: Pawel
Kafarski, Grzegorz Schroeder and Tadeusz Ossowski for stimulating
discussions and valuable remarks. The theoretical calculation were
performed in Wroclaw Center for Supercomputing and Networking
(WCSS).
Fig. 4. The calculated structures of complexes of arginine with involvement of
ammonium and guanidinium cation and oxygens originating from (O)AP, RAOAR0
entities as calculated by molecular dynamics.
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4. Conclusions
The synthesis of aminophosphonate podant containing tetragly-
col moiety provided entry into new group of promising host mol-
ecules. This ligand exhibits a very low pK of amine group which
was assigned to strong electron withdrawing properties of 2-
methoxyethyl ester units. The designed receptor exhibited differ-
ent supramolecular properties in the gas phase (ESI-MS studies)
and in solution as revealed by NMR investigation. As demon-
strated, in the gas phase all metal ions were bound to the receptor,
what was revealed by signals originating from the formed com-
plexes and by the pattern of their fragmentations. The only excep-
tion was found for Cs+, an ion of the biggest radius amongst
monovalent cations where defragmentation of the host molecule
did not occur. This is the most probably due to close intramolecular
binding. In solution, the reversed binding affinities were found. In
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