Monosubstituted pillar[5]arene functionalized with (amino)phosphonate fragments are “smart” building blocks for constructing nanosized structures with some s- and p-metal cations in the organic phase

Aastasia Nazarova, Luidmila Yakimova, Pavel Padnya, Vladimir Evtugyn, Yuriy Osin, Peter Cragg, Ivan Stoikov

Research output: Contribution to journalArticle

Abstract

Monosubstituted pillar[5]arenes containing a phosphonate fragment were successfully obtained in good yields. It was found that the introduction of bulky fragments containing tetra-coordinated pentavalent phosphorus atoms prevents self-Assembly of monosubstituted pillar[5]arenes and the formation of supramolecular polymers. Pillar[5]arenes with phosphonate and 1-Aminophosphonate substituents demonstrated recognition towards Na +, K +, Cs + and Pb 2+. Their ability to form complexes with these cations was evaluated by UV spectroscopy. Dynamic light scattering (DLS) revealed the formation of aggregates with K +, Cs + and Pb 2+. It was established that the substituent at the α-carbon atom of the aminophosphonate fragment played a significant role in Pb 2+ binding. DLS and transmission electron microscopy revealed that Pb 2+-induced aggregation formed particles with a monodisperse distribution of 0.02-0.23 and a hydrodynamic diameter of 58-178 nm.

Original languageEnglish
Pages (from-to)14450-14458
Number of pages9
JournalNew Journal of Chemistry
Volume43
Issue number36
DOIs
Publication statusPublished - 20 Aug 2019

Fingerprint Dive into the research topics of 'Monosubstituted pillar[5]arene functionalized with (amino)phosphonate fragments are “smart” building blocks for constructing nanosized structures with some s- and p-metal cations in the organic phase'. Together they form a unique fingerprint.

  • Cite this