№ 103 Лаборатория эффективного катализа (ЛЭК)

 

https://www.chemcatgroup.com/research-chemcatgroup

 

Заведующий лабораторией: д.х.н. Чусов Денис Александрович
(тел. +7(499)135-9291, e-mail )

 

Сотрудники лаборатории

к.х.н. Абрамова Н.В., к.х.н. Афанасьев О.И., д.х.н. Кузнецов Н.Ю., Модин А.А., к.х.н. Сафронов С.В., к.х.н. Фаткулин А.Р.

 

Аспиранты

Балалаева А.И., Козлов А.С.

 

Студенты

Клюев Ф.С., Зверева О.В., Болдырев А.Н., Смирнов И.В., Лосев М.А., Шандыбо М.А., Камалова А.В., Корочанцев В.А., Лебедева Н.Д., Прохоров А.В., Хайлук А.Д., Ракитянский Д.А.

 

Область исследований

Нашей группой предложена концепция восстановительного присоединения без внешнего источника водорода. Концепция заключается в использовании монооксида углерода в качестве восстанавливающего агента. В качестве источника водорода выступает один из реагентов (амин, амид, карбоновая кислота, СН-фрагмент). Избежав необходимости использования внешнего источника водорода, нам удалось создать методы, в которых не затрагиваются функциональные и защитные группы. Более того, удалось осуществить превращения, которые ранее не были возможны из-за гидрирования исходных реагентов. Подход также позволяет решить проблему утилизации угарного газа. Разрабатываемые подходы используются для синтеза лекарственных препаратов, природных соединений и препаратов для нужд агропромышленного комплекса.

Новые селективные реакции образования связей углерод-азот (получение аминов, амидов, гетероциклов) углерод-углерод (получение карбоновых кислот и их эфиров, нитрилов), углерод-кислород (получение простых и сложных эфиров).

Параллельно ведется разработка гомогенных и гетерогенных катализаторов и исследование их активности в реакциях образования связей углерод-углерод, углерод-азот, углерод-кислород.

А также создание новых активных каталитических систем путем модификации и усложнения структуры катализатора. Мы предлагаем активировать уже известные и доступные катализаторы с помощью простых добавок. В качестве таких активирующих добавок могут быть использованы фторид-анионы.

Коллектив группы весьма молодой и дружелюбный. Все аспиранты защищают диссертации в срок. В среднем суммарный импакт-фактор журналов у аспиранта, выполнившего диссертационное исследование в нашей группе, более 25.

 

Действующие гранты и контракты

• Грант РНФ № 24-43-00096 «Разработка фтор-содержащих бифункциональных катализаторов полимеризации» (Руководитель Чусов Д.А.)
  https://www.rscf.ru/project/24-43-00096/
• Грант РНФ № 22-73-10020 «Селективные реакции восстановительного аминирования» (Руководитель Афанасьев О.И.)
  https://www.rscf.ru/project/22-73-10020/
• Грант РНФ № 24-73-00162 «Восстановительные процессы с образованием C-N и С-С связей с использованием гипофосфита натрия» (Руководитель Подъячева Е.С.)
  https://www.rscf.ru/project/24-73-00162/

 

Список основных публикаций за 2014-2024 г.г.

1. Reductive Amination without an External Hydrogen Source
   Denis A. Chusov, B. List
   Angew. Chem. Int. Ed., 2014, 535199–5201. 10.1002/anie.201400059, Impact Factor: 16.9
2. Atom- and Step-Economical Preparation of Reduced Knoevenagel Adducts Using CO as a Deoxygenative Agent
   Pavel N. Kolesnikov, Dmitry L. Usanov, Evgeniya A. Barablina, Victor I. Maleev, Denis A. Chusov
   Org. Lett., 2014, 1619, 5068–5071. 10.1021/ol502424t, Impact Factor: 5
3. Ruthenium-Catalyzed Reductive Amination without an External Hydrogen Source
   Pavel N. Kolesnikov, Niyaz Z. Yagafarov, Dmitry L. Usanov, Victor I. Maleev, Denis A. Chusov
   Org. Lett., 2015, 172, 173–175. 10.1021/ol503595m, Impact Factor: 5
4. Reductive Transformations of Carbonyl Compounds Catalyzed by Rhodium Supported on a Carbon Matrix by using Carbon Monoxide as a Deoxygenative Agent.
   Niyaz Z. Yagafarov, Dmitry L. Usanov, Alexey P. Moskovets, Nikolai D. Kagramanov, Victor I. Maleev, Denis A. Chusov
   ChemCatChem, 2015, 72590–2593. 10.1002/cctc.201500493, Impact Factor: 3.9
5. The synthesis of sterically hindered amines by a direct reductive amination of ketones
   Niyaz Z. Yagafarov, Pavel N. Kolesnikov, Dmitry L. Usanov, Valentin V. Novikov, Yulia V. Nelyubina, Denis A. Chusov
   Chem. Commun., 2016, 521397–1400. 10.1039/C5CC08577B, Impact Factor: 4.2
6. Cyclobutadiene Metal Complexes: A New Class of Highly Selective Catalysts. An Application to Direct Reductive Amination
   Oleg I. Afanasyev, Alexey A. Tsygankov, Dmitry L. Usanov, Dmitry S. Perekalin, Nikita V. Shvydkiy, Victor I. Maleev, Alexander R. Kudinov, Denis A. Chusov
   ACS Catal., 2016, 63, 2043–2046. 10.1021/acscatal.5b02916, Impact Factor: 13.1
7. Cyclobutadiene Arene Complexes of Rhodium and Iridium
   Nikita V. Shvydkiy, Evgeniya A. Trifonova, Andrei M. Shved, Yulia V. Nelyubina, Denis A. Chusov, Dmitry S. Perekalin, Alexander R. Kudinov
   Organometallics, 2016, 3517, 3025–3031. 10.1021/acs.organomet.6b00539, Impact Factor: 2.9
8. Dichotomy of Reductive Addition of Amines to Cyclopropyl Ketones vs Pyrrolidine Synthesis
   Oleg I. Afanasyev, Alexey A. Tsygankov, Dmitry L. Usanov, Denis A. Chusov
   Org. Lett., 2016, 1822, 5968–5970. 10.1021/acs.orglett.6b02945, Impact Factor: 5
9. Dichotomy of Atom-Economical Hydrogen-Free Reductive Amidation vs Exhaustive Reductive Amination
   Pavel N. Kolesnikov, Karim M. Muratov, Dmitry L. Usanov, Denis A. Chusov
   Org. Lett., 2017, 1920, 5657–5660. 10.1021/acs.orglett.7b02821, Impact Factor: 5
10. Planar‐chiral rhodium(III) catalyst with sterically demanding cyclopentadienyl ligand and its application for enantioselective synthesis of dihydroisoquinolones
    Evgeniya A. Trifonova, Nikita M. Ankudinov, Andrey A. Mikhaylov, Denis A. Chusov, Yulia V. Nelyubina, Dmitry S. Perekalin
    Angew. Chem. Int. Ed., 2018, 5726, 7904–7904. 10.1002/anie.201801703, Impact Factor: 16.9
11. Indenyl Rhodium Complexes with Arene Ligands: Synthesis and Application for Reductive Amination
    Vladimir B. Kharitonov, Maria V. Makarova, Mikhail A. Arsenov, Yulia V. Nelyubina, Olga G. Chusova, Alexander S. Peregudov, Semen S. Zlotskii, Denis A. Chusov, Dmitry A. Loginov
    Organometallics, 2018, 3715, 2553–2562. 10.1021/acs.organomet.8b00311, Impact Factor: 2.9
12. Atom- and Step-Economical Ruthenium-Catalyzed Synthesis of Esters from Aldehydes or Ketones and Carboxylic Acids
    Sofiya A. Runikhina, Dmitry L. Usanov, Alexander O. Chizhov, Denis A. Chusov
    Org. Lett., 2018, 2024, 7856–7859. 10.1021/acs.orglett.8b03375, Impact Factor: 5
13. Fluorene Complexes of Group 9 Metals: Fluorene Effect and Application for Reductive Amination
    Vladimir B. Kharitonov, Evgeniya S. Podyacheva, Yulia V. Nelyubina, Dmitry V. Muratov, Alexander S. Peregudov, Gleb L. Denisov, Denis A. Chusov, Dmitry A. Loginov
    Organometallics, 2019, 3816, 3151–3158. 10.1021/acs.organomet.9b00378, Impact Factor: 2.9
14. Aldehydes as alkylating agents for ketones
    Sofiya A. Runikhina, Oleg I. Afanasyev, Klim O. Biriukov, Dmitry S. Perekalin, Martin Klussmann, Denis A. Chusov
    Chem. Eur. J., 2019, 2571, 16225–16229. 10.1002/chem.201904605, Impact Factor: 3.7
15. Reductive Amination in the Synthesis of Pharmaceuticals
    Oleg I. Afanasyev, Ekaterina A. Kuchuk, Dmitry L. Usanov, Denis A. Chusov
    Chemical Reviews, 2019, 11923, 11857–11911. 10.1021/acs.chemrev.9b00383, Impact Factor: 55.8
16. Reductive Amidation without an External Hydrogen Source Using Rhodium on Carbon Matrix as a Catalyst
    Alexey A. Tsygankov, Maria V. Makarova, Oleg I. Afanasyev, Alexey S. Kashin, Alexander V. Naumkin, Dmitry A. Loginov, Denis A. Chusov
    ChemCatChem, 2020, 121, 112–117. 10.1002/cctc.201901465, Impact Factor: 3.9
17. A Dual Threat: Redox‐Activity and Electronic Structures of Well‐Defined Donor–Acceptor Fulleretic Covalent‐Organic Materials
    G.A. Leith, A.M. Rice, B.J. Yarbrough, A.A. Berseneva, R.T. Ly, C.N. Buck, D.A. Chusov, A.J. Brandt, D.A. Chen, B.W. Lamm, M. Stefik, K.S. Stephenson, M.D. Smith, A.K. Vannucci, P.J. Pellechia, S. Garashchuk, N.B. Shustova
    Angew. Chem. Int. Ed., 2020, 596000–6006. 10.1002/anie.201914233, Impact Factor: 16.9
18. Redox condensations of o-nitrobenzaldehydes with amines under mild conditions – total synthesis of the Vasicinone family
    Evgeniya S. Podyacheva, Oleg I. Afanasyev, Alexander Y. Rudenko, Alexey A. Tsygankov, Maria V. Makarova, Denis A. Chusov
    J. Org. Chem., 2020, 8514, 9347–9360. 10.1021/acs.joc.0c00794, Impact Factor: 3.6
19. Osmium catalysis in the reductive amination using carbon monoxide as a reducing agent
    Mikhail M. Vinogradov, Oleg I. Afanasyev, Yulia V. Nelyubina, Gleb L. Denisov, Dmitry A. Loginov, Denis A. Chusov
    Molecular Catalysis, 2020, 498111260. 10.1016/j.mcat.2020.111260, Impact Factor: 4.9
20. Easy Access to Versatile Catalytic Systems for C-H Activation and Reductive Amination Based on Tetrahydrofluorenyl Rhodium(III) Complexes
    Vladimir B. Kharitonov, Sofiya A. Runikhina, Yulia V. Nelyubina, Dmitry V. Muratov, Denis A. Chusov, Dmitry A. Loginov
    Chem. Eur. J., 2021, 2710903–10912. 10.1002/chem.202100572, Impact Factor: 3.7
21. Carbon Monoxide-Driven Osmium Catalyzed Reductive Amination Harvesting WGSR Power
    Klim O. Biriukov, Mikhail M. Vinogradov, Oleg I. Afanasyev, Dmitry V. Vasilyev, Alexey A. Tsygankov, Maria I. Godovikova, Yulia V. Nelyubina, Dmitry A. Loginov, Denis A. Chusov
    Catal. Sci. Technol., 2021, 114922–4930. 10.1039/D1CY00695A, Impact Factor: 4.2
22. Synthesis of Rhodium Complexes with Chiral Diene Ligands via Diastereoselective Coordination and Their Application in the Asymmetric Insertion of Diazo Compounds into E-H Bonds
    Nikita M. Ankudinov, Denis A. Chusov, Yulia V. Nelyubina, Dmitry S. Perekalin
    Angew. Chem. Int. Ed., 2021, 6018712–18720.. 10.1002/anie.202105179, Impact Factor: 16.9
23. Reductive aldol-type reactions in the synthesis of pharmaceuticals
    Sofiya A. Runikhina, Dmitry Eremin, Denis A. Chusov
    Chem. Eur. J., 2021, 2715327–15360. 10.1002/chem.202101768, Impact Factor: 3.7
24. Straightforward Access to High-Performance Organometallic Catalysts by Fluoride Activation: Proof of Principle on Asymmetric Cyanation, Asymmetric Michael Addition, CO2 Addition to Epoxide, and Reductive Alkylation of Amines by Tetrahydrofuran
    Alexey A. Tsygankov, Denis A. Chusov
    ACS Catal., 2021, 1121, 13077–13084. 10.1021/acscatal.1c03785, Impact Factor: 13.1
25. Enhancing the efficiency of the ruthenium catalysts in the reductive amination without an external hydrogen source
    Artemy R. Fatkulin, Oleg I. Afanasyev, Alexey A. Tsygankov, Denis A. Chusov
    J. Catal., 2022, 405404–409. 10.1016/j.jcat.2021.12.018, Impact Factor: 6.5
26. Syngas Instead of Hydrogen Gas as a Reducing Agent ─ A Strategy To Improve the Selectivity and Efficiency of Organometallic Catalysts
    Evgeniya S. Podyacheva, Oleg I. Afanasyev, Vladimir S. Ostrovskii, Denis A. Chusov
    ACS Catal., 2022, 129, 5145–5154. 10.1021/acscatal.2c01000, Impact Factor: 13.1
27. Asymmetric cyclopropanation of electron-rich alkenes by the racemic diene rhodium catalyst: the chiral poisoning approach
    Evgeniya A. Trifonova, Nikita M. Ankudinov, Denis A. Chusov, Yulia V. Nelyubina, Dmitry S. Perekalin
    Chem. Commun., 2022, 586709–6712. 10.1039/D2CC01648F, Impact Factor: 4.2
28. Borrowing Hydrogen Amination Reactions: A Complex Analysis of Trends and Correlations of the Various Reaction Parameters
    Evgeniya S. Podyacheva, Oleg I. Afanasyev, Dmitry V. Vasilyev, Denis A. Chusov
    ACS Catal., 2022, 1212, 7142–7198. 10.1021/acscatal.2c01133, Impact Factor: 13.1
29. Borrowing hydrogen amination: whether a catalyst is required?
    Andrey S. Kozlov, Oleg I. Afanasyev, Denis A. Chusov
    J. Catal., 2022, 4131070–1076. 10.1016/j.jcat.2022.08.014, Impact Factor: 6.5
30. Osmium-catalyzed reductive processes: hydrogen transfer, hydrogen borrowing, hydrogenation, hydroformylation, reductive amination and water gas shift reaction
    Klim O. Biriukov, Oleg I. Afanasyev, Maria I. Godovikova, Dmitry A. Loginov, Denis A. Chusov
    Russ. Chem. Rev., 2022, 919, RCR5045. 10.1070/RCR5045, Impact Factor: 6
31. Fluoride Additive as a Simple Tool to Qualitatively Improve Performance of Nickel-Catalyzed Asymmetric Michael Addition of Malonates to Nitroolefins
    Oleg I. Afanasyev, Fedor S. Kliuev, Alexey A. Tsygankov, Yulia V. Nelyubina, Evgenii Gutsul, Valentin V. Novikov, Denis A. Chusov
    J. Org. Chem., 2022, 8718, 12182–12195. 10.1021/acs.joc.2c01339, Impact Factor: 3.6
32. Sodium hypophosphite as a bulk and environmentally friendly reducing agent in the reductive amination
    Fedor S. Kliuev, Anton N. Kuznetsov, Oleg I. Afanasyev, Sofiya A. Runikhina, Ekaterina A. Kuchuk, Evgeniya S. Podyacheva, Alexey A. Tsygankov, Denis A. Chusov
    Org. Lett., 2022, 2442, 7717–7721. 10.1021/acs.orglett.2c02807, Impact Factor: 5
33. Catalytic utilization of converter gas – an industrial waste for the synthesis of pharmaceuticals
    Sofiya A. Runikhina, Oleg I. Afanasyev, Ekaterina A. Kuchuk, Dmitry S. Perekalin, Rajenahally V. Jagadeesh, Matthias Beller, Denis A. Chusov
    Chem. Sci., 2023, 144346–4350. 10.1039/D3SC00257H, Impact Factor: 7.4
34. A Pioneering Career in Catalysis: Henri B. Kagan
    Denis A. Chusov, Gary A. Molander, Virginie Ratovelomanana-Vidal, Olivier Riant, Emmanuelle Schulz
    ACS Catal., 2023, 1311494–11508. 10.1021/acscatal.3c02965, Impact Factor: 13.1
35. Peculiarities of fluoride activation of porphyrin and phthalocyanine catalysts by the example of zirconium and hafnium in the production of cyclic carbonates
    Klim O. Biriukov, Svetlana A. Belova, Semyon V. Dudkin, Oleg I. Afanasyev, Maria I. Godovikova, Denis A. Chusov
    Molecular Catalysis, 2023, 549113432. 10.1016/j.mcat.2023.113432, Impact Factor: 4.9
36. Streamlining the synthesis of amides using Nickel-based nanocatalysts
    Jie Gao, Rui Ma, Fairoosa Poovan, Lan Zhang, Hanan Atia, Narayana V. Kalevaru, Wenjing Sun, Sebastian Wohlrab, Denis A. Chusov, Ning Wang, Rajenahally V. Jagadeesh, Matthias Beller
    Nat. Commun., 2023, 145013. 10.1038/s41467-023-40614-1, Impact Factor: 15.7
37. Planar Chiral Rhodium Complex Based on the Tetrahydrofluorenyl Core for Enantioselective Catalysis
    Vladimir B. Kharitonov, Evgeniya S. Podyacheva, Denis A. Chusov, Yulia V. Nelyubina, Dmitry V. Muratov, Dmitry A. Loginov
    Org. Lett., 2023, 2549, 8906–8911. 10.1021/acs.orglett.3c03726, Impact Factor: 5
38. Simplified Version of the Eschweiler-Clarke Reaction
    Klim O. Biriukov, Evgeniya S. Podyacheva, Ignatii R. Tarabrin, Oleg I. Afanasyev, Denis A. Chusov
    J. Org. Chem., 2024, 895, 3580–3584. 10.1021/acs.joc.3c02476, Impact Factor: 3.6
39. Air-Stable Arene Manganese Complexes as Catalysts for the Syngas-Assisted Direct Reductive Amination, Cyanation of Aldehyde, and CO2 Fixation by Epoxide with High Functional Groups Tolerance
    Ivan V. Smirnov, Klim O. Biriukov, Nikita V. Shvydkiy, Dmitry S. Perekalin, Oleg I. Afanasyev, Denis A. Chusov
    J. Org. Chem., 2024, 8914, 10338–10343. 10.1021/acs.joc.4c00842, Impact Factor: 3.6
40. Application of transition metal fluorides in catalysis
    Alexey A. Tsygankov, Andrey S. Kozlov, Saihu Liao, Denis A. Chusov
    Coord. Chem. Rev., 2024, 519216114. 10.1016/j.ccr.2024.216114, Impact Factor: 23.5
41. Planar-chiral arene ruthenium complexes: synthesis, separation of enantiomers, and application for catalytic C–H activation
    Mikhail A. Boym, Roman A. Pototskiy, Evgeniya S. Podyacheva, Denis A. Chusov, Yulia V. Nelyubina, Dmitry S. Perekalin
    Chem. Commun., 2024, 6033, 4491–4494. 10.1039/D4CC00181H, Impact Factor: 4.2
42. Synthesis of chiral boranes via asymmetric insertion of carbenes into B-H bonds catalyzed by the rhodium(i) diene complex
    Nikita M. Ankudinov, Alina A. Komarova, Evgeniya S. Podyacheva, Denis A. Chusov, Anastasia A. Danshina, Dmitry S. Perekalin
    Chem. Commun., 2024, 6065, 8601–8604. 10.1039/d4cc02969k, Impact Factor: 4.2
43. Cyano-Fluorosulfonylation of Unactivated Alkenes by Photoredox and Copper Dual Catalysis
    Rongbiao Wei, Yao Huang, Oleg I. Afanasyev, Yuanming Li, Denis A. Chusov, Saihu Liao
    Org. Lett., 2024, 2642, 9132–9137. 10.1021/acs.orglett.4c03495, Impact Factor: 5
44. Krossing’s acid as efficient and versatile catalyst for ε-caprolactone polymerization
    Andrey S. Kozlov, Ping Song, Oleg I. Afanasyev, Klim O. Biriukov, Igor A. Nikovskii, Konstantin L. Boldyrev, Maria I. Godovikova, Saihu Liao, Denis A. Chusov
    Eur. Pol. J., 2025, 228113817. 10.1016/j.eurpolymj.2025.113817, Impact Factor: 6.3
45. Direct synthesis of amides from nitroarenes and carboxylic acids via CO-mediated reduction
    Mikhail A. Losev, Oleg I. Afanasyev, Denis A. Chusov
    J. Catal., 2025, 116042. 10.1016/j.jcat.2025.116042, Impact Factor: 6.5
46. Catalytic insertion of nitrenes into B-H bonds
    Nikita M. Ankudinov, Nikita V. Alexeev, Evgeniya S. Podyacheva, Denis A. Chusov, Konstantin A. Lyssenko, Dmitry S. Perekalin
    Chem. Sci., 2025, 743113125. 10.1039/D5SC00723B, Impact Factor: 7.4
47. The Halogen Effect in Ruthenium Catalysis
    Artemy R. Fatkulin, Oleg I. Afanasyev, Denis A. Chusov
    Coord. Chem. Rev., 2025, 946, RCR5170. 10.59761/RCR5170, Impact Factor: 23.5