Nanosystems: Phys. Chem. Math., 2025, 16 (1), 116–122
Synthesis, structure and noncovalent interactions of mesityl(phenyl)phosphine oxide glycolate based hydrogen-bonded nanosized organic framework
Alexey A. Kagilev – Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088, Kazan, Russian Federation; al-kagilev@mail.ru
Ilyas F. Sakhapov – Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088, Kazan, Russian Federation; ilyas.sakhapov@iopc.ru
Zufar N. Gafurov – Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088, Kazan, Russian Federation; gafurov.zufar@iopc.ru
Artyom O. Kantyukov – Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088, Kazan; A.M. Butlerov Institute of Chemistry, Kazan Federal University, 420008, Kazan, Russian Federation; kant.art@mail.ru
Ilya K. Mikhailov – Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088, Kazan, Russian Federation; tiimhailovilya@gmail.com
Daut R. Islamov – Laboratory for Structural Studies of Biomacromolecules, FRC Kazan Scientific Center, Russian Academy of Sciences, 420111, Kazan, Russian Federation; daut1989@mail.ru
Alexander V. Gerasimov – A.M. Butlerov Institute of Chemistry, Kazan Federal University, 420008, Kazan, Russian Federation; Alexander.Gerasimov@kpfu.ru
Oleg A. Filippov – A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991, Moscow, Russian Federation; h-bond@ineos.ac.ru
Aidar T. Gubaidullin – Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088, Kazan, Russian Federation; aidar@iopc.ru
Olga S. Soficheva – Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088, Kazan, Russian Federation; myaolechka@yandex.ru
Oleg G. Sinyashin – Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088, Kazan, Russian Federation; oleg@iopc.ru
Dmitry G. Yakhvarov – Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 420088, Kazan; A.M. Butlerov Institute of Chemistry, Kazan Federal University, 420008, Kazan, Russian Federation; yakhvar@iopc.ru
Corresponding author: D. G. Yakhvarov, yakhvar@iopc.ru
PACS 61.46.–w
DOI 10.17586/2220-8054-2025-16-1-116-122
ABSTRACT The reaction of glyoxylic acid monohydrate with mesityl(phenyl)phosphine in air led to the formation of mesityl(phenyl)phosphine oxide glycolate. The synthesized mesityl(phenyl)phosphine oxide glycolate has been characterized by various analytical methods including X-ray crystal structure analysis. The analysis of intermolecular interactions in the crystal revealed interesting modes of the noncovalent bonding between pairs of molecules. These intermolecular interactions cause the formation of one-dimensional cylindrical channels with diameter of 1 nm (10 A° ) and provide the crystal with the properties of precise nano-sized crystalline porous material which can be served as the component for precise nanofiltration membranes improving the properties of amorphous polymers which suffer from disordered pore structures and reduced selectivity towards separating molecules.
KEYWORDS phosphine, phosphine oxide, glycolate, X-ray diffraction, noncovalent bonding
ACKNOWLEDGEMENTS This research was funded by the grant of the Ministry of Science and Higher Education of the Russian Federation for large scientific projects of the priority areas of scientific and technological development (Nr. 075-15-2024-646).
FOR CITATION Kagilev A.A., Sakhapov I.F., Gafurov Z.N., Kantyukov A.O., Mikhailov I.K., Islamov D.R., Gerasimov A.V., Filippov O.A., Gubaidullin A.T., Soficheva O.S., Sinyashin O.G., Yakhvarov D.G. Synthesis, structure and noncovalent interactions of mesityl(phenyl)phosphine oxide glycolate based hydrogen-bonded nanosized organic framework. Nanosystems: Phys. Chem. Math., 2025, 16 (1), 116–122.
16-1-116-122-Supporting Information
[In Russian] А.А. Кагилев, И.Ф. Сахапов, З.Н. Гафуров, А.О. Кантюков, И.К. Михайлов, Д.Р. Исламов, А.В. Герасимов, О.А. Филиппов, А.Т. Губайдуллин, О.С. Софичева, О.Г. Синяшин, Д.Г. Яхваров
Синтез, структура и нековалентные взаимодействия наноразмерного водородно-связанного каркасного полимера на основе гликолята мезитил(фенил)фосфиноксида
АННОТАЦИЯ Реакция моногидрата глиоксиловой кислоты с мезитил(фенил)фосфином на воздухе привела к образованию гликолата оксида мезитил(фенил)фосфина. Синтезированный гликолят оксида мезитил(фенил)фосфина был охарактеризован различными аналитическими методами, кристаллическая структура определена методом рентгеновской дифракции. Анализ межмолекулярных взаимодействий в кристалле выявил интересные типы нековалентных связей между парами молекул. Эти межмолекулярные взаимодействия вызывают образование одномерных цилиндрических каналов диаметром 1 нм (10 Å) и придают кристаллу свойства наноразмерного кристаллического пористого материала с точным размером пор, который может служить компонентом для точных нанофильтрационных мембран, улучшающих свойства аморфных полимеров, имеющих неупорядоченную структуру и пониженную селективность по отношению к разделяемым молекулам.
КЛЮЧЕВЫЕ СЛОВА фосфин, фосфиноксид, гликолят, рентгеновская дифракция, нековалентные взаимодействия
