References

kaz44

Вестник Университета Шакарима. Серия технические науки

Bulletin of Shakarim University. Technical Sciences

2788-79953006-0524

«Шәкәрім университеті» КеАҚ

10.53360/2788-7995-2024-3(15)-38

kaz44-1174

Research Article

ХИМИЧЕСКАЯ ТЕХНОЛОГИЯ (ОРИГИНАЛЬНАЯ СТАТЬЯ)

CHEMICAL TECHNOLOGY (ORIGINAL ARTICLE)

СИНТЕЗ И ПРИМЕНЕНИЕ ФОСФИНИТОВЫХ РУТЕНИЙ СОДЕРЖАЩИХ КАТАЛИЗАТОРОВ В ТРАНСФЕРНОМ ГИДРИРОВАНИИ

SYNTHESIS AND APPLICATION OF PHOSPHINITE LIGAND-CONTAINING RUTHENIUM CATALYSTS IN TRANSFER HYDROGENATION

https://orcid.org/0000-0002-0492-5276

Турсынбек

С. Е.

Tursynbek

S. Ye.

Сания Ержановна Турсынбек – докторант,

Алматы, ул. Толе би 59

Saniya Yerjanovna Tursynbek – PhD student,

Almaty, 59 Tole bi street

erzhanovnasss@gmail.com

https://orcid.org/0000-0001-8028-2244

Рафикова

Х. С.

Rafikova

Kh. S.

Хадичахан Сабиржановна Рафикова – старший научный сотрудник, ассоциированный профессор, PhD,

Алматы, ул. Сатбаева 22

Khadichahan Sabirzhanovna Rafikova – Senior researcher, Doctor of Chemical Sciences, Associate professor, PhD,

Almaty, 22 Saybayev street

hadichahan@mail.ru

https://orcid.org/0000-0002-4603-8704

Дембицкий

В. М.

Dembitsky

V. M.

Валерий Михайлович Дембицкий – профессор, доктор химических наук,

Летбриджский колледж, Летбридж

Valery Mikhailovich Dembitsky – Professor, Doctor of Chemical Sciences,

Lethbridge, 3000 College Drive South

valery.dembitsky@lethbridgecollege.ca

https://orcid.org/0000-0002-4809-2616

Золотарева

Д. С.

Zolotareva

D. S.

Дарья Сергеевна Золотарева – научный сотрудник,

Алматы, ул. Толе би 59

Darya Sergeevna Zolotareva – scientific researcher,

Almaty, 59 Tole bi street

zolotareva.2909@mail.ru

https://orcid.org/0000-0002-7418-0564

Белянкова

Е. О.

Belyankova

Ye. O.

Елизавета Олеговна Белянкова – научный сотрудник,

Алматы, ул. Толе би 59

Yelizaveta Olegovna Belyankova – scientific researcher,

Almaty, 59 Tole bi street

belyankovae@gmail.com

Казахстанско-Британский технический университетКазахстанKazakh-British Technical UniversityKazakhstan

Satbaev UniversityКазахстанSatbayev UniversityKazakhstan

Центр прикладных исследований, инноваций и предпринимательства, Летбриджский колледжКанадаCentre for Applied Research, Innovation and Entrepreneurship, Lethbridge CollegeCanada

2024

27092024

03(15)283299

2024

Турсынбек С.Е., Рафикова Х.С., Дембицкий В.М., Золотарева Д.С., Белянкова Е.О.

Tursynbek S.Y., Rafikova K.S., Dembitsky V.M., Zolotareva D.S., Belyankova Y.O.

Данная работа распространяется под лицензией Creative Commons Attribution 4.0.

This work is licensed under a Creative Commons Attribution 4.0 License.

https://tech.vestnik.shakarim.kz/jour/article/view/1174

Трансферное гидрирование (ТГ) является весьма важной реакцией в органической химии, особенно при синтезе фармацевтических препаратов, агрохимикатов и продуктов тонкой химии. Этот метод включает перенос водорода от донорной молекулы к ненасыщенному субстрату, предлагая более безопасную и удобную альтернативу прямому гидрированию, для которого обычно требуется газообразный водород под высоким давлением, что является небезопасным. ТГ выделяется своей способностью избирательно восстанавливать несколько функциональных групп в более мягких условиях, тем самым снижая риск чрезмерного восстановления или повреждения чувствительных функциональных групп. Этот метод особенно ценен в асимметричном способе получения веществ, где хиральные катализаторы позволяют получать энантиомерно чистые соединения, имеющие решающее значение для разработки фармацевтических лекарств.

Рутениевые комплексы особенно примечательны своей эффективностью при асимметричном трансферном гидрировании. Их стабильность и адаптируемость к различным реакционным средам делают рутениевых комплексов идеальными как для лабораторного, так и для промышленного применения, они универсальны и могут использоваться для восстановления кетонов, альдегидов, иминов и нитрилов. Фосфинитовые лиганды (P(OR)R'2) используются в синтезе комплексов для улучшения их свойств. Эти лиганды очень известны своей способностью тонко настраивать электронные и стерические свойства металлоцентров. Электронодонорная природа атома фосфора в сочетании с изменчивостью функциональных групп R и R' позволяет существенно настраивать свойства катализатора.

Цель работы – обзор современных открытий в области трансферного гидрирования и исторических предпосылок ТГ.

Интеграция фосфинитных лигандов с рутениевыми катализаторами знаменует собой значительный прогресс в области трансферного гидрирования. Эти катализаторы демонстрируют повышенную эффективность, селективность и стабильность, что имеет решающее значение в асимметричном синтезе, который важен для получения фармакологических препараратов и агрохимикатов. Изучение в ходе исследования различных источников, оснований и механизмов водорода позволило глубже понять процесс TГ.

Transfer hydrogenation (TH) is a highly significant reaction in organic chemistry, especially in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals. This method involves the transfer of hydrogen from a donor molecule to an unsaturated substrate, offering a safer and more convenient alternative to direct hydrogenation, which typically requires high-pressure hydrogen gas. TH stands out for its ability to selectively reduce multiple functional groups under milder conditions, thereby reducing the risk of overreduction or damage to sensitive functional groups. This technique is particularly valuable in asymmetric synthesis (AS), where chiral catalysts enable the production of enantiomerically pure compounds, crucial for drug development.

Ruthenium complexes are particularly noteworthy for their effectiveness in asymmetric TH. Their stability and adaptability to different reaction environments make them ideal for both laboratory-scale and industrial applications. Phosphinite ligands (P(OR)R'2) are used in synthesis of complexes to improve their properties. These ligands are known for their ability to finely tune the electronic and steric properties of metal centers. The electron-donating nature of the phosphorus atom, combined with the variability in the R and R' groups, allows for significant customization of the catalyst's properties.

The purpose of the work is to review up-to-date discoveries in the field of TH.

The integration of phosphinite ligands into ruthenium catalysts marks a significant advancement in the field of TH. These catalysts exhibit enhanced efficiency, selectivity, and stability, proving crucial in AS. The study's exploration of various hydrogen sources, bases, and mechanisms has provided deeper insight into the process of TH.

трансферное гидрированиерутениевый катализаторфосфинитовый лигандасимметрический синтезэнантиоселективностькаталитическая активностьстерические и электронные свойства

transfer hydrogenationruthenium catalystphosphinite ligandasymmetric synthesisenantioselectivitycatalytic efficiencysteric and electronic properties

This work was financially supported by the Ministry of Science and Higher Education of the Republic of Kazakhstan (№ AP13068542).

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The authors declare that there are no conflicts of interest present.