Boreskov Institute of Catalysis SB RAS

Pr. akademika Lavrentieva 5, Novosibirsk, Russia 630090

Phone: +7 (383) 330-82-69, Fax: +7 (383) 330-80-56, E-mail: www@catalysis.ru


Research Group for Heterogeneous Catalysts for Liquid-Phase Selective Oxidation

Current research fields:

  • Environmentally benign processes of liquid-phase selective oxidation :
    • Molecular design of catalysts based on polyoxometalates
    • Heterogeneous catalysis based on coordination polymers
    • Synthesis and catalytic applications of nanoporous metal-silicates
  • Development of new catalysts for CO2 activation and synthesis of organic carbonates
  • Studies on structure/function relationships in catalysis and mechanisms of catalytic reactions

Headed by
Dr. Prof. Oxana Kholdeeva

Dr. Irina Ivanchikova

Dr. Nataliya Maksimchuk

Dr. Olga Zalomaeva

Dr. Igor Skobelev

Main accomplishments:

  • Proof for radical chain mechanism of alkene epoxidation in dioxygen/aldehyde catalytic systems in the presence of transition-metal-catalysts
  • Novel catalytic systems based on polyoxometalates and MOFs
  • Mechanistic studies on single-site catalysts using transition-metal-substituted polyoxometalates as molecular models
  • Synthesis and characterization of the first titanium hydroperoxo complex
  • Hydrothermally stable mesoporous titanium-silicate catalyst Ti-MMM-2
  • Structure/activity/selectivity relationships in oxidation of alkylphenols with H2O2 over titanium-silicate catalysts
  • Environmentally benign methods for the production of trimethyl-p-benzoquinone (Vitamin E precursor) and menadione (Vitamin K3).

Dr. OXANA A. KHOLDEEVA

BRIEF CURRICULUM VITAE
OXANA A. KHOLDEEVA

Boreskov Institute of Catalysis tel: +7 (3833) 269433
5 Ac. Lavrentiev Ave., Novosibirsk 630090, Russia
tel: +7 (3833) 269433
fax: +7 (3833) 309573
e-mail: khold@catalysis.ru

Date and place of birth May 2, 1961, Novosibirsk

Nationality Russian

Education

2006 – Doctor of Sciences, Boreskov Institute of Catalysis, Novosibirsk
Thesis: Selective Liquid Phase Oxidations with Molecular Oxygen and Hydrogen Peroxide in the Presence of Catalysts “Metal Ion in Inorganic Matrix”
1992 – Doctor of Philosophy (PhD), Boreskov Institute of Catalysis, Novosibirsk
Thesis: Study on the nuclear oxidation of trimethylbenzenes and trimethylphenols
1983 – Master of Science, Department of Chemistry, Novosibirsk State University, Novosibirsk
Thesis: Study on fast redox reactions of heteropolyanions
Career/Employment

1996 – Present Head of Research Group for Heterogeneous Catalysts for Liquid-Phase Selective Oxidations, Boreskov Institute of Catalysis, Novosibirsk.
1995 – 1996 Senior Researcher, Boreskov Institute of Catalysis, Novosibirsk.
1992 – 1995 Researcher, Laboratory for Studying Mechanisms of Catalytic Reactions,
Head: Prof. K.I. Zamaraev, Boreskov Institute of Catalysis, Novosibirsk
1986 – 1991 Junior Researcher, Boreskov Institute of Catalysis, Novosibirsk
1983 – 1986 Intern, Laboratory for Fine Organic Synthesis,
Head: Prof. I.V. Kozhevnikov, Boreskov Institute of Catalysis, Novosibirsk
1998, 2004 Visiting Scientist with Prof. C. L. Hill group, Emory University, Atlanta, GA
2004–2005 Visiting Scientist with Prof. M. Rossi group, University of Milan, Italy
2011 Visiting Scientist with Prof. F. Cavani group, Alma Mater Studiorum University of Bologna, Italy
Fields of Specializationt

main field Catalysis
other fields Coordination Chemistry, Nanomaterials


Honours and awards:

  • Diploma with honours, Novosibirsk State University, Novosibirsk, Russia, 1985.
  • First Prize, National Student Conference, Novosibirsk, Russia, 1983.
  • Medal of the Academy of Sciences of the USSR for excellence in research, 1983.
  • Award from International Soros Foundation for publications, 1993.
  • Award from Civilian Research and Development Foundation, 2002.
  • Fellowship from the Cariplo Foundation-Centro Volta, 2004
  • Fellowship Erasmus Mundus Master of Science – Advanced Spectroscopy in Chemistry, 2011

2005 –        present International Advisory Board for the International Symposium on Activation of Dioxygen and Homogeneous Catalytic Oxidations (ADHOC)

2008       Expert Panel of the World Congress on Oxidation Catalysis

Research fields:

Liquid-phase selective oxidation of organic compounds; catalysis of environmentally benign processes; green chemistry; single-site heterogeneous catalysts; supported catalysts; polyoxometalates; design of catalytic centres; structure/activity/selectivity relationships in catalysis; mechanisms of catalytic oxidations.

Publications: more than 95 articles in international journals
9 patents

2013       Editor (with M.G. Clerici) of Liquid Phase Oxidation via Heterogeneous Catalysis: Organic Synthesis and Industrial Applications, JohnWiley & Sons, Inc., Hoboken, New Jersey, 2013, pp. 526.

Talks at international conferences: ~25 total, 5 key-note and invited lectures (EuropaCat-VIII, ISSO-2007, ADHOC-2008, 6WCOC…).

PhD Theses under direction of O.A. Kholdeeva: 4

Main accomplishments: proof for chain radical mechanism of alkene epoxidation in dioxygen/aldehyde catalytic systems; synthesis and characterization of the first titanium hydroperoxo complex; mechanistic studies on single-site catalysts using transition-metal-monosubstituted polyoxometalates as molecular models; development of the hydrothermally stable mesoporous titanium-silicate catalyst Ti-MMM-2; structure/activity/selectivity relationships in oxidation of alkylphenols with H2O2 over titanium-silicate catalysts; environmentally benign methods for the production of trimethyl-p-benzoquinone (Vitamin E precursor) and menadione (Vitamin K3).


Resent publication

  1. O. A. Kholdeeva, Selective Oxidation of Aromatic Rings, In Arene Chemistry: Reaction Mechanisms and Methods for Aromatic Compounds, (ed. J. Mortier), Wiley, 2016, p.365-398.
  2. O. A. Kholdeeva, O. V. Zalomaeva, Recent advances in the transition-metal catalyzed selective oxidation of phenols and methoxyarenes using environmentally benign oxidants, Coord. Chem. Rev. DOI: 10.1016/j.ccr.2015.07.019
  3. I. Y. Skobelev, O. V. Zalomaeva, O.A. Kholdeeva, J. M. Poblet, J. J. Carbó, Mechanism of thioether oxidation over di- and tetrametic Ti centers: Kinetic and DFT studies based on model Ti-containing polyoxometalates. Chem. Eur J., DOI: 10.1002/chem.201501157
  4. N.V. Maksimchuk, I.D. Ivanchikova, A. B. Ayupov, O.A. Kholdeeva, One-step solvent-free synthesis of cyclic carbonates by oxidative carboxylation of styrenes over a recyclable Ti-containing catalyst, Appl. Catal B. DOI: 10.1016/j.apcatb.2015.08.010.
  5. O. V. Zalomaeva, V. Yu. Evtushok, G. M. Maksimov, O. A. Kholdeeva, Selective aromatic oxidation of pseudocumene and 2-methylnaphthelene with hydrogen peroxide catalyzed by a divanadium substituted phosphotungstate. J. Organomet. Chem., special issuе on the theme “Functionalization of CH Bonds with Applications in Catalysis” dedicated to Professor A.E. Shilov “in Memoriam, DOI information: 10.1016/j.jorganchem.2015.04.020
  6. I. D. Ivanchikova, I. Y. Skobelev, O. A. Kholdeeva, Kinetics and mechanism of anthracene oxidation with tert-butyl hydroperoxide over metal-organic frameworks Cr-MIL-101 and Cr-MIL-100, J. Organomet. Chem., special issue. 10.1016/j.jorganchem.2015.03.022.
  7. I. D. Ivanchikova, M. K. Kovalev, M. S. Mel’gunov, A. N. Shmakov, .Oxana A. Kholdeeva. User-friendly synthesis of highly selective and recyclable mesostructured titanium-silicate catalysts for the production of bulky benzoquinones, Catal. Sci. Technol., 2014, 4 (1), 200-207.
  8. I. D. Ivanchikova, J. S. Lee, N. V. Maksimchuk, A. N. Shmakov, Yu. A. Chesalov, A. B. Ayupov, Y. K. Hwang, C.-H. Jun, J.-S. Chang, O. A. Kholdeeva, Highly selective H2O2-based oxidation of alkylphenols to p-benzoquinones over MIL-125 metal–organic frameworks, Eur. J. Inorg. Chem. 2014 (1), 132-139.
  9. O. A. Kholdeeva, Recent developments in liquid-phase selective oxidation using environmentally benign oxidants and mesoporous metal-silicates, Catal. Sci. Technol., 2014, 4 (7), 1869-1889.
  10. I. D. Ivanchikova, N.V. Maksimchuk, R. I. Maksimovskaya, G. M. Maksimov, O. A. Kholdeeva, Highly selective oxidation of alkylated phenols to p-benzoquinones with aqueous hydrogen peroxide catalyzed by divanadium substituted polyoxotungstates. ACS Catalysis, 2014, 4, 2706-2713.
  11. O. A. Kholdeeva, I. Y. Skobelev, I. D. Ivanchikova, K. A. Kovalenko, V. P. Fedin, A. B. Sorokin, Hydrocarbon oxidation over Fe- and Cr-containing metal-organic frameworks MIL-100 and MIL-101 – a comparative study, Catal. Today, 2014, 238, 54-61.
  12. O. A. Kholdeeva, I. D. Ivanchikova, N. V. Maksimchuk, M. S. Mel’gunov, J.-S. Chang, M. Guidotti, A. A. Shutilov, V. I. Zaikovskii, Environmentally Benign Oxidation of Alkylphenols to p-Benzoquinones: A Comparative Study of Various Ti-containing Catalysts, Topics Catal. 2014, 57, 1377-1384.
  13. Liquid Phase Oxidation via Heterogeneous Catalysis: Organic Synthesis and Industrial Applications, eds. M. G. Clerici and O. A. Kholdeeva, JohnWiley & Sons, Inc., Hoboken, New Jersey, 2013, pp. 526.
  14. I. Yu. Skobelev, E. V. Kudrik, O. V. Zalomaeva, F. Albrieux, P. Afanasiev, O. A. Kholdeeva, A. B. Sorokin, Efficient epoxidation of olefins by H2O2 catalyzed by iron “helmet” phthalocyanine, Chem. Commun., 2013, 49, 5577 – 5579.
  15. O. A. Kholdeeva, Hydrogen peroxide activation over Ti(IV): What have we learned from studies on Ti-containing polyoxometalates, Eur. J. Inorg. Chem., 2013, 1595–1605.
  16. O. V. Zalomaeva, A. M. Chibiryaev, K. A. Kovalenko, O. A. Kholdeeva, B. S. Balzhinimaev, V. P. Fedin, Cyclic carbonates synthesis from epoxides and CO2 over metal-organic framework Cr-MIL-101, J. Catal. 2013, 298, 179-185.
  17. I. Y. Skobelev, A. B. Sorokin, K. A. Kovalenko, V. P. Fedin, O. A. Kholdeeva, Solvent-free allylic oxidation of alkenes with O2 mediated by Fe- and Cr-MIL-101, J. Catal. 2013, 298, 61-69.
  18. C. Pirovano, M. Guidotti, V. Dal Santo, R. Psaro, O.A. Kholdeeva, I.D. Ivanchikova, Use of titanium-containing silica catalysts prepared by rapid and straightforward method in selective oxidations. Catalysis Today, 2012, 197, 170-177.
  19. P. Jiménez-Lozano, I. D. Ivanchikova, O. A. Kholdeeva, J. M. Poblet, and J. J. Carbó, Alkene oxidation by Ti-containing polyoxometalates. Unambiguous characterization of the role of protonation state. Chem. Commun. 2012, 48, 9266-9268.
  20. N. V. Maksimchuk, K. A. Kovalenko, V. P. Fedin, O. A. Kholdeeva, Cyclohexane selective oxidation over metal-organic frameworks of MIL-101 family: superior catalytic activity and selectivity, Chem. Commun. 2012, 48, 6812 - 6814.
  21. N. V. Maksimchuk, O. V. Zalomaeva, I. Y. Skobelev, K. A. Kovalenko, V. P. Fedin, O. A. Kholdeeva, Metal-organic frameworks of the MIL-101 family as heterogeneous single-site catalysts. Special Issue of Proceedings of Royal Society A on “Recent Advances in Single-Site Heterogeneous Catalysis”, 2012, 468(2143) 2017-2034.
  22. O. A. Kholdeeva, I. D. Ivanchikova, O. V. Zalomaeva, A. B. Sorokin, I. Y. Scobelev, E. P. Talsi, Oxidation of 2-methyl-1-naphthol to menadione with molecular oxygen: autoxidation or a spin forbidden reaction? J. Phys. Chem. B, 2011, 115, 11971–11983.
  23. N. V. Maksimchuk, O. A. Kholdeeva, K. A. Kovalenko, V. P. Fedin, MIL-101 Supported Polyoxometalates: Synthesis, Characterization and Catalytic Applications in Selective Liquid-Phase Oxidation, Israel J. Chem. 2011, 2, 281-289.
  24. O. V. Zalomaeva, K. A. Kovalenko, Yu. A. Chesalov, M. S. Mel’gunov, V. I. Zaikovskii, V.V. Kaichev, A. B. Sorokin, O. A. Kholdeeva, V. P. Fedin, Immobilization of iron tetrasulfophthalocyanine on metal organic framework MIL-101, Dalton Trans., 2011, 40, 1441 – 1444.
  25. N. V. Maksimchuk, K. A. Kovalenko, M. S. Melgunov, V. P. Fedin, O. A. Kholdeeva, Selective oxidation of alkenes to the corresponding α,β-unsaturated ketones over MIL-101, Adv. Synth. Catal. 2010, 352, 2943-2948.
  26. B. G. Donoeva, T. A. Trubitsina, N. S. Antonova, J. J. Carbó, J. M. Poblet, G. Al Kadamany, U. Kortz, O. A. Kholdeeva, Epoxidation of alkenes with H2O2 catalyzed by di-titanium-containing 19-tungstodiarsenate(III): experimental and theoretical studies, Eur. J. Inorg. Chem. 2010, 5312–5317.
  27. G. Al-Kadamany, S. S. Mal, B. Milev, B. Donoeva, R. Maksimovskaya, O. A. Kholdeeva, U. Kortz, Hexa-zirconium/hafnium containing tungstoarsenates(III) and their oxidation catalysis properties, Chem. Eur. J. 2010, 16, 11797 – 11800.
  28. O.V. Zalomaeva, O. A. Kholdeeva, A. B. Sorokin, Clean catalytic oxidation of 8-hydroxyquinoline to quinoline-5,8-dione with tBuOOH in the presence of supported iron phthalocyanines, Green Chemistry, 2010, 12, 1076 – 1082.
  29. N. S. Antonova, J. J. Carbó, U. Kortz, O. Kholdeeva, J. M. Poblet, Mechanistic insights into the alkene epoxidation with H2O2 by Ti- and other TM-containing polyoxometalates: role of the metal nature and coordination environment, J. Am. Chem. Soc., 2010, 132, 7488–7497.
  30. N.V. Maksimchuk, K.A. Kovalenko, S.S. Arzumanov, Yu.A. Chesalov, A.G. Stepanov, V.P. Fedin, O.A. Kholdeeva, Hybrid polyoxotungstate/MIL-101 materials: Synthesis, Characterization, and Catalysis of H2O2-based alkene epoxidation, Inorg. Chem., 2010, 49, 2920–2930.
  31. O.A. Kholdeeva, N.V. Maksimchuk, G.M. Maksimov, Polyoxometalate-Based Heterogeneous Catalysts for Liquid Phase Selective Oxidations: Comparison of Different Strategies, Catal. Today, 2010, 157, 107–113.
  32. T.A. Trubitsina, B.G. Donoeva, G.I. Maksimov, R.I. Maksimovskaya, O.A. Kholdeeva, Catalytic Properties and Stability of the Heteropolytungstate [P2W21O71(H2O)3]6- in H2O2-Based Oxidations, Eur. J. Inorg. Chem. 2009, 5142–5147.
  33. O. A. Kholdeeva, B.G. Donoeva, T. A. Trubitsina, G. Al-Kadamany, U. Kortz, Unique Catalytic Performance of the Polyoxometalate [Ti2(OH)2As2W19O67(H2O)]8-: The Role of 5-Coordinated Titanium in H2O2 Activation, Eur. J. Inorg. Chem. 2009, 5134–5141.
  34. M. V. Barmatova, I. D. Ivanchikova, O. A. Kholdeeva, A. N. Shmakov, V. I. Zaikovskii, M. S. Mel’gunov, Magnetically separable titanium-silicate mesoporous materials with core-shell morphology: synthesis, characterization and catalytic properties, J. Mater. Chem., 2009, 19, 7332–7339.
  35. O. A. Kholdeeva, I. D. Ivanchikova, M. Guidotti, C. Pirovano, N. Ravasio, M. V. Barmatova, Y. A. Chesalov, Highly selective H2O2-based oxidation of alkylphenols to benzoquinones over silica-supported titanium catalysts: Ti cluster site versus Ti single site, Adv. Synth. Catal., 2009, 351, 1877-1889.
  36. A. J. Bonon , D. Mandelli, O. A. Kholdeeva, M. V. Barmatova, Yu. N. Kozlov, G. B. Shul’pin, Oxidation of alkanes and olefins with hydrogen peroxide in acetonitrile solution catalyzed by a mesoporous titanium-silicate Ti-MMM-2, Applied Catalysis A: General, 365 (2009) 96–104.
  37. O.V. Zalomaeva, I. D. Ivanchikova, O. A. Kholdeeva, A. B. Sorokin, Kinetics and mechanism of the oxidation of alkylsubstituted phenols and naphthols with tBuOOH in the presence of supported iron phthalocyanines, New J. Chem. 2009, 33, 1031-1037.
  38. O.A. Kholdeeva, I.D. Ivanchikova, M. Guidotti, N. Ravasio, M. Sgobba, M. Barmatova, How to reach 100% selectivity in H2O2-based oxidation of 2,3,6-trimethylphenol to trimethyl-p-benzoquinone over Ti,Si-catalysts, Catal. Today, 2009, 141, 330-336.
  39. M.V. Barmatova, I.D. Ivanchikova, O.A. Kholdeeva, V.I. Zaikovskii, A.N. Shmakov, M.S. Mel,gunov, Synthesis of catalytically active Ti-doped mesoporous shell-solid core spherical silica particles, Catal. Lett., 2009, 127, 75-82.
  40. M. N. Timofeeva, O.A. Kholdeeva, S. H. Jhung, J. S. Chang, Titanium and cerium-containing mesoporous silicate materials as catalysts for oxidative cleavage of cyclohexene with H2O2: a comparative study of catalytic activity and stability, Applied Catalysis A: General, 2008, 345, 195-200.
  41. N. V. Maksimchuk, M. N. Timofeeva, M. S. Melgunov, A.N. Shmakov, Yu. A. Chesalov, D. N. Dybtsev, V. P. Fedin, O. A. Kholdeeva, Heterogeneous selective oxidation catalysts based on coordination polymer MIL-101 and transition metal substituted polyoxometalates, J. Catal., 2008, 257, 315–323.


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