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Selective catalytic oxidation of hydrocarbons. New prospects

Ludmila Ivanovna Matienko 1
Ludmila Ivanovna Matienko
, 
Larisa Alekseevna Mosolova 1
Larisa Alekseevna Mosolova
, 
Gennadii Efremovich Zaikov 1
Gennadii Efremovich Zaikov
1 Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow
10.1070/RC2009v078n03ABEH003919
Published 30 November 2008
Communication , Volume 78, Issue 3, 211-230
43
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Matienko L. I., Mosolova L. A., Zaikov G. E. Selective catalytic oxidation of hydrocarbons. New prospects // Russian Chemical Reviews. 2009. Vol. 78. No. 3. pp. 211-230.
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Matienko L. I., Mosolova L. A., Zaikov G. E. Selective catalytic oxidation of hydrocarbons. New prospects // Russian Chemical Reviews. 2009. Vol. 78. No. 3. pp. 211-230.
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TY - JOUR
DO - 10.1070/RC2009v078n03ABEH003919
UR - https://rcr.colab.ws/publications/10.1070/RC2009v078n03ABEH003919
TI - Selective catalytic oxidation of hydrocarbons. New prospects
T2 - Russian Chemical Reviews
AU - Matienko, Ludmila Ivanovna
AU - Mosolova, Larisa Alekseevna
AU - Zaikov, Gennadii Efremovich
PY - 2009
DA - 2008/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 211-230
IS - 3
VL - 78
ER -
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@article{2009_Matienko,
author = {Ludmila Ivanovna Matienko and Larisa Alekseevna Mosolova and Gennadii Efremovich Zaikov},
title = {Selective catalytic oxidation of hydrocarbons. New prospects},
journal = {Russian Chemical Reviews},
year = {2009},
volume = {78},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC2009v078n03ABEH003919},
number = {3},
pages = {211--230},
doi = {10.1070/RC2009v078n03ABEH003919}
}
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Matienko, Ludmila Ivanovna, et al. “Selective catalytic oxidation of hydrocarbons. New prospects.” Russian Chemical Reviews, vol. 78, no. 3, Nov. 2009, pp. 211-230. https://rcr.colab.ws/publications/10.1070/RC2009v078n03ABEH003919.
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Abstract

Methods for enhancing the catalytic activity of transition metal complexes in hydrocarbon (particularly, alkylarene) oxidation with dioxygen are briefly discussed. Attention is focused on the original method of controlling the catalytic activity of complexes ML1n [M=Ni(II), Fe(II,III); L=acac, enamac, n=2, 3] in the alkylarene oxidation to hydroperoxides by introducing additional electron-donating mono- or polydentate modifying ligands L2. The role played by H-bonds in the mechanisms of homogeneous catalysis is discussed. A strategy of controlling the catalytic activity of Fe(II,III)(acac)n·L2 complexes (L2=R4NBr or 18-crown-6) by adding H2O to small concentrations is proposed. The activity of Ni and Fe catalysts in microsteps of chain initiation and propagation in the radical chain process of ethylbenzene oxidation is assessed.

References

1.
Engineering Aspects of Industrial Liquid-Phase Air Oxidation of Hydrocarbons
Suresh A.K., Sharma M.M., Sridhar T.
Industrial & Engineering Chemistry Research , 2000
2.
2
A. A. Krasnovskii
Zhur. Fiz. Khim. , 1956
3.
3
M. F. Shostakovskii
"Prostye Vinilovye Efiry" (Vinyl Ethers) , 1952
4.
4
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
5.
5
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1953
9.
10
T. A. Kryukova
"Polyaro-graficheskii Analiz" (Polarographic Analysis) , 1959
10.
11
T. T. Bannister
Diss. Abstr. , 1959
11.
12
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1950
13.
15
A. S. Holt
"Research in Photosynthesis" , 1957
14.
16
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
15.
17
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1958
16.
18
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1951
17.
19
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1959
18.
New catalytic methods for selective oxidation
Sheldon R.A.
Journal of Molecular Catalysis , 1983
19.
21
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1958
21.
23
N. V. Vostrilova
Dokl. Akad. Nauk Uzbek. SSR , 1958
23.
26
B. Ya. Dain
1957
24.
27
A. A. Krasnovskii
Biofizika , 1956
25.
28
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1955
26.
Liquid-phase ethylbenzene oxidation to hydroperoxide with barium catalysts
Toribio P.P., Campos-Martin J.M., Fierro J.L.
Journal of Molecular Catalysis A Chemical , 2005
27.
30
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1954
29.
32
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1952
30.
Kinetics and Mechanism of Oxygen-Independent Hydrocarbon Hydroxylation by Ethylbenzene Dehydrogenase
Szaleniec M., Hagel C., Menke M., Nowak P., Witko M., Heider J.
Biochemistry , 2007
31.
Weissermel K., Arpe H.
1997
32.
35
Z. K. Maizus
Dokl. Akad. Nauk SSSR , 1960
34.
37
L. M. Kosobutskaya
Dokl. Akad. Nauk SSSR , 1950
43.
Mechanism of Catalytic Oxygenation of Alkanes by Halogenated Iron Porphyrins
Grinstaff M.W., Hill M.G., Labinger J.A., Gray H.B.
Science , 1994
44.
Structures, Electronic Properties, and Oxidation-Reduction Reactivity of Halogenated Iron Porphyrins
Grinstaff M.W., Hill M.G., Birnbaum E.R., Schaefer W.P., Labinger J.A., Gray H.B.
Inorganic Chemistry , 1995
45.
The effect of peripheral substituents in metalloporphyrins on their catalytic activity in Lyons system
Haber J., Matachowski L., Pamin K., Poltowicz J.
Journal of Molecular Catalysis A Chemical , 2003
47.
Mesopore-Modified Zeolites:  Preparation, Characterization, and Applications
Tao Y., Kanoh H., Abrams L., Kaneko K.
Chemical Reviews , 2006
50.
Redox solid catalysts for the selective oxidation of cyclohexane in air
Sankar G., Raja R., Thomas J.M.
Catalysis Letters , 1998
51.
Oxidation of ethylbenzene over “neat” and zeolite-Y-encapsulated copper tri- and tetraaza macrocyclic complexes
Bennur T.H., Srinivas D., Sivasanker S.
Journal of Molecular Catalysis A Chemical , 2004
52.
Macrocomplexes on the basis of functionalized polyethylene glycols and copolymers of ethylene oxide and propylene oxide: synthesis and catalysis
Karakhanov E.A., Kardasheva Y.S., Maksimov A.L., Predeina V.V., Runova E.A., Utukin A.M.
Journal of Molecular Catalysis A Chemical , 1996
54.
57
R. Livingston
"Research in Photosynthesis" , 1957
55.
58
N. E. Khomutov
1953
56.
59
H. Linshitz
"Research in Photosynthesis" , 1957
57.
60
A. N. Terenin
Optika i Spektrosk. , 1956
58.
61
A. N. Terenin
1959
60.
63
1930
65.
Crystal Structure and Mechanism of Tryptophan 2,3-Dioxygenase, a Heme Enzyme Involved in Tryptophan Catabolism and in Quinolinate Biosynthesis,
Zhang Y., Kang S.A., Mukherjee T., Bale S., Crane B.R., Begley T.P., Ealick S.E.
Biochemistry , 2006
66.
69
B. Commoner
1958
67.
Reaction Coordinate Analysis for β-Diketone Cleavage by the Non-Heme Fe2+-Dependent Dioxygenase Dke1
Straganz G.D., Nidetzky B.
Journal of the American Chemical Society , 2005
69.
Ionic liquid crystals.
Binnemans K.
Chemical Reviews , 2005
70.
73
T. Skwarski
Chem. Abs. , 1957
71.
Catalysis in Ionic Liquids
Pârvulescu V.I., Hardacre C.
Chemical Reviews , 2007
72.
Transition metal chemistry in ionic liquids
Dyson P.J.
Transition Metal Chemistry , 2002
76.
Specific-heat measurements on the quasi-one-dimensional magnet (CH3)4NNiBr3
Yamaguchi H., Katsumata K., Steiner M., Mikeska H.-.
Journal of Magnetism and Magnetic Materials , 1998
77.
80
N. N. Mel'nikov
Zhur. Obshch. Khim. , 1937
78.
81
J. C. Ghosh
J. Indian Chem. Soc. , 1934
79.
82
G. P. Brin
Biokhimiya , 1957
80.
The Complexation of Some Amino Acids by Isomers of Dicyclohexano-18-Crown-6 and 18-Crown-6 in Methanol
Buschmann H., Mutihac L.
Journal of Inclusion Phenomena and Macrocyclic Chemistry , 2002
81.
Nickel in Metalloproteins
Cammack R.
Advances in Inorganic Chemistry , 1988
82.
Biomimetic Chemistry of Nickel
Halcrow M.A., Christou G.
Chemical Reviews , 1994
83.
The Chemistry of Nickel-Containing Enzymes
Kolodziej A.F.
Progress in Inorganic Chemistry , 1994
85.
Nickel Superoxide Dismutase Reaction Mechanism Studied by Hybrid Density Functional Methods
Pelmenschikov V., Siegbahn P.E.
Journal of the American Chemical Society , 2006
87.
91
L. M. Vorob'eva
Biokhimiya , 1956
89.
93
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1956
90.
94
A. A. Krasnovskii
Fiziologiya Rastenii , 1957
91.
95
A. A. Krasnovskii
Fiziologiya Rastenii , 1957
92.
96
L. M. Vorob'eva
Biokhimiya , 1958
93.
97
A. N. Terenin
Dokl. Akad. Nauk SSSR , 1952
94.
A Bridged High-Spin Complex Bis-[Ni(II)( rac-5,5,7,12,12,14-hexamethyl- 1,4,8,11-tetraazacyclotetradecane)]-2,5-pyridinedicarboxylate Diperchlorate Monohydrate
Basiuk E.V., Basiuk V.V., Gomez-Lara J., Toscano R.A.
Journal of Inclusion Phenomena and Macrocyclic Chemistry , 2000
98.
102
F. Fichter
Helv. Chim. Acta , 1922
101.
Preface:  Biomimetic Inorganic Chemistry
Holm R.H., Solomon E.I.
Chemical Reviews , 2004
102.
Structural and functional characterization of second-coordination sphere mutants of soybean lipoxygenase-1.
Tomchick D.R., Phan P., Cymborowski M., Minor W., Holman T.R.
Biochemistry , 2001
103.
Stereochemistry of cooperative mechanisms in hemoglobin
Perutz M.F., Fermi G., Luisi B., Shaanan B., Liddington R.C.
Accounts of Chemical Research , 1987
104.
The Catalytic Pathway of Cytochrome P450cam at Atomic Resolution
Schlichting I., Berendzen J., Chu K., Stock A.M., Maves S.A., Benson D.E., Sweet R.M., Ringe D., Petsko G.A., Sligar S.G.
Science , 2000
105.
10.1021/ja063935+
106.
Monomeric Iron(II) Hydroxo and Iron(III) Dihydroxo Complexes Stabilized by Intermolecular Hydrogen Bonding
Bénisvy L., Halut S., Donnadieu B., Tuchagues J., Chottard J., Li Y.
Inorganic Chemistry , 2006
108.
Structural and Spectroscopic Features of a cis (Hydroxo)-FeIII-(Carboxylato) Configuration as an Active Site Model for Lipoxygenases
Ogo S., Yamahara R., Roach M., Suenobu T., Aki M., Ogura T., Kitagawa T., Masuda H., Fukuzumi S., Watanabe Y.
Inorganic Chemistry , 2002
109.
Utilization of Hydrogen Bonds To Stabilize M−O(H) Units:  Synthesis and Properties of Monomeric Iron and Manganese Complexes with Terminal Oxo and Hydroxo Ligands
MacBeth C.E., Gupta R., Mitchell-Koch K.R., Young V.G., Lushington G.H., Thompson W.H., Hendrich M.P., Borovik A.S.
Journal of the American Chemical Society , 2004
110.
Outer-sphere coordination of organic molecules to electrically neutral metal complexes
Nekipelov V.M., Zamaraev K.I.
Coordination Chemistry Reviews , 1985
111.
115
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1957
112.
Bis(acetylacetonato)metal(II)-Catalyzed Addition of Acceptor Molecules to Acetylacetone
Uehara K., Ohashi Y., Tanaka M.
Bulletin of the Chemical Society of Japan , 1976
113.
Nelson J.H., Howells P.N., Landen G.L., DeLullo G.C., Henry R.A.
1979
114.
Mass spectrometric behavior of bis(cyanoimino-.beta.-carbonylenolato)nickel(II) complexes
Daolio S., Traldi P., Pelli B., Basato M., Corain B., Kreissl F.
Inorganic Chemistry , 1984
115.
Asymmetric transformations catalyzed by enzymes in organic solvents
Klibanov A.M.
Accounts of Chemical Research , 1990
117.
The Effect of a Water Molecule on the Mechanism of Formation of Compound 0 in Horseradish Peroxidase
Derat E., Shaik S., Rovira C., Vidossich P., Alfonso-Prieto M.
Journal of the American Chemical Society , 2007
119.
Alkyl Peroxides Reveal the Ring Opening Mechanism of Verdoheme Catalyzed by Heme Oxygenase
Matsui T., Omori K., Jin H., Ikeda-Saito M.
Journal of the American Chemical Society , 2008
120.
Clarification of the Role of Water in Proline-Mediated Aldol Reactions
Zotova N., Franzke A., Armstrong A., Blackmond D.G.
Journal of the American Chemical Society , 2007
121.
Water as Nucleophile in Palladium-Catalyzed Oxidative Carbohydroxylation of Allene-Substituted Conjugated Dienes
Piera J., Persson A., Caldentey X., Bäckvall J.
Journal of the American Chemical Society , 2007
122.
Extradiol oxygenation of 3,5-di-tert-butylcatechol with O2by iron chlorides in tetrahydrofuran–water as a model reaction for catechol-2,3-dioxygenases
Funabiki T., Yoneda I., Ishikawa M., Ujiie M., Nagai Y., Yoshida S.
Journal of the Chemical Society Chemical Communications , 1994
124.
Mechanisms of nucleophilic addition to activated double bonds: 1,2- and 1,4-Michael addition of ammonia
Pardo L., Osman R., Weinstein H., Rabinowitz J.R.
Journal of the American Chemical Society , 1993
126.
Onium-decavanadate ion-pair complexes as catalysts in the oxidation of hydrocarbons by O2
Csányi L.J., Jáky K., Dombi G., Evanics F., Dezső G., Kóta Z.
Journal of Molecular Catalysis A Chemical , 2003
127.
The role of onium salts in the oxidation of hydrocarbons by O2 catalysed by cationic phase-transfer reagents
Csányi L.J., Jáky K., Pálinkó I., Rockenbauer A., Korecz L.
Physical Chemistry Chemical Physics , 2000
128.
132
G. Shima
Kyoto Univ. , 1929
129.
133
C. Wilson
Trans. Electrochem. Soc. , 1941
130.
134
V. V. Korshak
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1948
131.
135
V. V. Korshak
Dokl. Akad. Nauk SSSR , 1945
133.
Protonation of Macrocyclic Polyethers
Jagur-Grodzinski J.
Israel Journal of Chemistry , 1985
135.
Syntheses, Structures, and Reactivities of Cobalt(III)−Alkylperoxo Complexes and Their Role in Stoichiometric and Catalytic Oxidation of Hydrocarbons
Chavez F.A., Rowland J.M., Olmstead M.M., Mascharak P.K.
Journal of the American Chemical Society , 1998
136.
On the chemical properties of the transient complexes LmMn+1–OOR
Solomon-Rapaport E., Masarwa A., Cohen H., Meyerstein D.
Inorganica Chimica Acta , 2000
137.
141
Friedl.
138.
Five-coordination in iron(II); cobalt(II) and nickel(II) complexes
Morassi R., Bertini I., Sacconi L.
Coordination Chemistry Reviews , 1973
139.
143
Friedl.
140.
Thermodynamics of ligand and oxygen binding to cobalt protoporphyrin IX dimethyl ester in toluene solution
Stynes D.V., Stynes H.C., James B.R., Ibers J.A.
Journal of the American Chemical Society , 1973
141.
Oxygen binding to iron porphyrins. An ab initio calculation
Dedieu A., Rohmer M.M., Benard M., Veillard A.
Journal of the American Chemical Society , 1976
143.
MnIIILx/t-BuOOH-induced activation of dioxygen for the oxygenation of cyclohexene
Matsushita T., Sawyer D.T., Sobkowiak A.
Journal of Molecular Catalysis A Chemical , 1999