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 journalArticleResearchpeer-review

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

Intelligent buildings
Organophosphonates
Dynamic light scattering
Cations
Sand
Positive ions
Metals
Atoms
Light transmission
Ultraviolet spectroscopy
Self assembly
Phosphorus
Polymers
Carbon
Agglomeration
Hydrodynamics
Transmission electron microscopy
pillar(5)arene

Cite this

@article{8765a723e8f1465992c3f923c6af34ce,
title = "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",
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.",
author = "Aastasia Nazarova and Luidmila Yakimova and Pavel Padnya and Vladimir Evtugyn and Yuriy Osin and Peter Cragg and Ivan Stoikov",
year = "2019",
month = "8",
day = "20",
doi = "10.1039/C9NJ03539G",
language = "English",
volume = "43",
pages = "14450--14458",
journal = "New Journal of Chemistry",
issn = "1144-0546",
number = "36",

}

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

In: New Journal of Chemistry, Vol. 43, No. 36, 20.08.2019, p. 14450-14458.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - 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

AU - Nazarova, Aastasia

AU - Yakimova, Luidmila

AU - Padnya, Pavel

AU - Evtugyn, Vladimir

AU - Osin, Yuriy

AU - Cragg, Peter

AU - Stoikov, Ivan

PY - 2019/8/20

Y1 - 2019/8/20

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=85072316381&partnerID=8YFLogxK

U2 - 10.1039/C9NJ03539G

DO - 10.1039/C9NJ03539G

M3 - Article

VL - 43

SP - 14450

EP - 14458

JO - New Journal of Chemistry

JF - New Journal of Chemistry

SN - 1144-0546

IS - 36

ER -