Home / Articles / Catalytic reactions of dialkyl disulfides

Catalytic reactions of dialkyl disulfides

Anna Vasil'evna Mashkina 1
Anna Vasil'evna Mashkina
1 Boreskov Institute of Catalysis SB RAS, Novosibirsk
Published 30 November 2013
Communication , Volume 83, Issue 8, 733-757
12
Share
Cite this
GOST
 | 
Cite this
GOST
Mashkina A. V. Catalytic reactions of dialkyl disulfides // Russian Chemical Reviews. 2014. Vol. 83. No. 8. pp. 733-757.
GOST all authors (up to 50)
Mashkina A. V. Catalytic reactions of dialkyl disulfides // Russian Chemical Reviews. 2014. Vol. 83. No. 8. pp. 733-757.
RIS
 | 
Cite this
RIS
TY - JOUR
DO - 10.1070/RC2014v083n08ABEH004375
UR - https://rcr.colab.ws/publications/10.1070/RC2014v083n08ABEH004375
TI - Catalytic reactions of dialkyl disulfides
T2 - Russian Chemical Reviews
AU - Mashkina, Anna Vasil'evna
PY - 2014
DA - 2013/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 733-757
IS - 8
VL - 83
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors)
@article{2014_Mashkina,
author = {Anna Vasil'evna Mashkina},
title = {Catalytic reactions of dialkyl disulfides},
journal = {Russian Chemical Reviews},
year = {2014},
volume = {83},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC2014v083n08ABEH004375},
number = {8},
pages = {733--757},
doi = {10.1070/RC2014v083n08ABEH004375}
}
MLA
Cite this
MLA
Mashkina, Anna Vasil'evna. “Catalytic reactions of dialkyl disulfides.” Russian Chemical Reviews, vol. 83, no. 8, Nov. 2014, pp. 733-757. https://rcr.colab.ws/publications/10.1070/RC2014v083n08ABEH004375.
Views / Visits / Downloads
16 / 16 / 2

Abstract

The results of studies on the catalytic conversion on dialkyl disulfides (Alk${} = {}$C$_1$--C$_4$) are summarized and described systematically. The decomposition, cyclization, hydrogenolysis, oxidation and thioalkylation reactions are considered. The results of reactions are compared depending on the catalyst nature and reaction conditions.

Bibliography --- 181 references.

References

1.
1
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1948
2.
2
A. A. Krasnovskii
Zhur. Fiz. Khim. , 1956
3.
3
M. F. Shostakovskii
"Prostye Vinilovye Efiry" (Vinyl Ethers) , 1952
5.
Thiols as synthons
Koval' I.V.
Russian Chemical Reviews , 1993
6.
6
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1953
7.
7
E. Rabinowitch
"Photosynthesis" , 1956
10.
The pyrolysis of dimethyl sulfide, kinetics and mechanism
Shum L.G., Benson S.W.
International Journal of Chemical Kinetics , 1985
11.
Experimental and computational study of diethyl sulfide pyrolysis and mechanism
Zheng X., Fisher E.M., Gouldin F.C., Zhu L., Bozzelli J.W.
Proceedings of the Combustion Institute , 2009
12.
Theoretical Study of the Thermal Decomposition of Dimethyl Disulfide
Vandeputte A.G., Reyniers M., Marin G.B.
Journal of Physical Chemistry A , 2010
14.
Gas-phase thermolysis of sulphur compounds. Part I. Di-t-butyl disulphide
Martin G., Barroeta N.
Journal of the Chemical Society Perkin Transactions 2 , 1976
15.
Thermal Decomposition of Organic Sulfur Compounds1
Faragher W.F., Morrell J.C., Comay S.
Industrial & Engineering Chemistry , 1928
16.
16
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
17.
17
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1958
18.
18
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1951
19.
19
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1959
21.
Comparison of the ligating properties of disulphides and thioethers: dimethyl disulphide, dimethyl sulphide, and related ligands
Sigel H., Scheller K.H., Rheinberger V.M., Fischer B.E.
Journal of the Chemical Society Dalton Transactions , 1980
24.
24
M. S. Ashkinazi
Dokl. Akad. Nauk SSSR , 1951
25.
Cyclic hexameric mercaptides of nickel
Abel E.W., Crosse B.C.
Journal of the Chemical Society A Inorganic Physical Theoretical , 1966
26.
Ruthenium ammine disulfides
Stein C.A., Taube H.
Inorganic Chemistry , 1979
28.
Reactions involving metal complexes of sulphur ligands
29.
The Surface Chemistry of Dimethyl Disulfide on Copper
Furlong O.J., Miller B.P., Li Z., Walker J., Burkholder L., Tysoe W.T.
Langmuir , 2010
30.
Direct Observation of Conformational Isomers of (CH3S)2 Molecules on Cu (111)
Ohara M., Kim Y., Kawai M.
Japanese Journal of Applied Physics, Part 1: Regular Papers & Short Notes , 2005
31.
The surface chemistry of diethyl disulfide on copper
Furlong O., Miller B., Li Z., Tysoe W.T.
Surface Science , 2011
32.
Dimethyl Disulfide on Cu(111): From Nondissociative to Dissociative Adsorption
Fan X., Liu Y., Ran R., Lau W.
Journal of Physical Chemistry C , 2013
33.
Ordered (3 × 4) High-Density Phase of Methylthiolate on Au(111)
De Renzi V., Di Felice R., Marchetto D., Biagi R., del Pennino U., Selloni A.
Journal of Physical Chemistry B , 2003
34.
Methanethiolate Adsorption Site on Au(111):  A Combined STM/DFT Study at the Single-Molecule Level
Maksymovych P., Sorescu D.C., Yates J.T.
Journal of Physical Chemistry B , 2006
35.
Thiolate adsorption on Au(hkl) and equilibrium shape of large thiolate-covered gold nanoparticles
Barmparis G.D., Honkala K., Remediakis I.N.
Journal of Chemical Physics , 2013
37.
Decomposition of Methylthiolate Monolayers on Au(111) Prepared from Dimethyl Disulfide in Solution Phase
Cometto F.P., Macagno V.A., Paredes-Olivera P., Patrito E.M., Ascolani H., Zampieri G.
Journal of Physical Chemistry C , 2010
39.
Disulfide Passivation of the Ge(100)-2 × 1 Surface
Kachian J.S., Tannaci J., Wright R.J., Tilley T.D., Bent S.F.
Langmuir , 2010
40.
Reactions of Organosulfur Compounds with Si(100)
Zhu Z., Srivastava A., Osgood R.M.
Journal of Physical Chemistry B , 2003
41.
Adsorption and Reaction of Dimethyl Disulfide on the Ni(111) Surface
Rufael T.S., Huntley D.R., Mullins D.R., Gland J.L.
Journal of Physical Chemistry B , 1998
42.
Adsorption and thermal reaction of short-chain alkanethiols on GaAs(100)
Huang T.P., Lin T.H., Teng T.F., Lai Y.H., Hung W.H.
Surface Science , 2009
44.
Reactions of CH3SH and (CH3)2S2 on the (0001) and (0001̄) Surfaces of ZnO
Halevi B., Vohs J.M.
Journal of Physical Chemistry B , 2005
48.
48
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1955
50.
50
G. Glacomello
Gazzetta. , 1935
51.
51
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1954
52.
52
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1957
53.
Catalytic decomposition of dimethyl disulfide
Mashkina A.V., Yakovleva V.N., Sakhaltueva L.G.
Reaction Kinetics and Catalysis Letters , 1994
54.
54
R. Livingston
J. Phys. Chem. , 1941
56.
56
T. Iasui
Bull. Chem. Soc. Japan. , 1935
57.
57
R. Livingston
"Research in Photosynthesis" , 1957
58.
58
N. E. Khomutov
1953
59.
59
H. Linshitz
"Research in Photosynthesis" , 1957
60.
60
A. N. Terenin
Optika i Spektrosk. , 1956
61.
61
A. N. Terenin
1959
62.
62
A. A. Krasnovskii
"Sbornik, Voprosy Khimicheskoi Kinetiki" (Symposium, Problems of Chemical Kinetics) , 1955
65.
Effect of Water on Heterogeneous Catalytic Conversion of Dimethyl Sulfide into Methanethiol
Mashkina A.V., Yakovleva V.N., Sakhaltueva L.G.
Reaction Kinetics and Catalysis Letters , 2000
66.
66
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1950
67.
67
N. N. Mel'nikov
Zhur. Obshch. Khim. , 1940
69.
69
B. Commoner
1958
71.
71
Yu. A. Shlyapnikov
Vysokomol. Soed. , 1962
72.
72
A. F. Lukovnikov
"Starenie i Stabilizatsiya Polimerov" (Aging arid Stabilisation of Polymers) , 1963
73.
73
T. Skwarski
Chem. Abs. , 1957
74.
74
F. F. Litvin
Uspekhi Fiz. Nauk , 1960
75.
75
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1950
76.
76
A. N. Terenin
"Fotokhimiya Krasitelei" (The Photochemistry of Dyes) , 1947
77.
77
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1948
78.
78
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
79.
79
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1952
80.
80
N. N. Mel'nikov
Zhur. Obshch. Khim. , 1937
81.
81
J. C. Ghosh
J. Indian Chem. Soc. , 1934
82.
82
G. P. Brin
Biokhimiya , 1957
85.
Activity and sulfidation behavior of the CoMo/Al2O3 hydrotreating catalyst: The effect of drying conditions
Pashigreva A.V., Bukhtiyarova G.A., Klimov O.V., Chesalov Y.A., Litvak G.S., Noskov A.S.
Catalysis Today , 2010
89.
89
A. A. Krasnovskii
Izd. Akad. Nauk SSSR, Moscow , 1955
90.
90
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1951
91.
91
L. M. Vorob'eva
Biokhimiya , 1956
92.
Catalytic Synthesis of Methylmercaptan by Selective Reduction of Dimethyldisulfide
Cadot E., Lacroix M., Breysse M., Arretz E.
Journal of Catalysis , 1996
93.
93
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1956
94.
Palladium-catalyzed liquid-phase hydrogenation/hydrogenolysis of disulfides
NOVAKOVA E., MCLAUGHLIN L., BURCH R., CRAWFORD P., GRIFFIN K., HARDACRE C., HU P., ROONEY D.
Journal of Catalysis , 2007
95.
Based CoMo sulphided catalysts supported on hydroxyapatite: Dimethyldisulphide (DMDS) hydrogenolysis
96.
Catalyseurs sulfures à base de cobalt et d'hydroxyapatite
El Ouassouli A., Ezzemouri S., Ezzamarty A., Lakhdar M., Leglise J.
Journal de Chimie Physique , 2003
97.
Hydroprocessing of dibenzothiophene, 1-methylnaphthalene and quinoline over sulfided NiMo-hydroxyapatite-supported catalysts
Elazarifi N., Chaoui M.A., Ouassouli A.E., Ezzamarty A., Travert A., Leglise J., Ménorval L.D., Moreau C.
Catalysis Today , 2004
98.
98
W. Franke
Chem. Zentr. , 1954
99.
Catalyst activity in alkylthiophene dealkylation
Mashkina A.V., Chernov V.I.
Kinetics and Catalysis , 2005
102.
102
F. Fichter
Helv. Chim. Acta , 1922
104.
104
O. P. Osipova
Dokl. Akad. Nauk SSSR , 1950
105.
The gaseous oxidation of dimethyl disulphide
Cullis C.F., Roselaar L.C.
Transactions of the Faraday Society , 1959
109.
The Kinetics of Catalytic Incineration of Dimethyl Sulfide and Dimethyl Disulfide over an MnO/Fe2O3 Catalyst
110.
110
M. F. Shostakovskii
Dokl. Akad. Nauk SSSR , 1960
111.
The Kinetics of Catalytic Incineration of C2H5SH and (CH3)2S2over a Pt/Al2O3Catalyst
Chu H., Lee W.T., Chiou Y.Y., Tseng T.K.
Environmental Technology (United Kingdom) , 2001
112.
112
A. G. Pozdeeva
Zhur. Prikl. Khim. , 1952
113.
113
H. Blum
"Photodynamic Action and Diseases caused Light" , 1940
114.
114
L. Segal
"Chemical Reactions of Polymers" , 1964
117.
An Economic Approach to Chiral Thiosulfinates by Enantioselective Oxidation with Hydroperoxide
Ma Y., Wang X., Wang Y., Feng Y., Zang Y.
Synthetic Communications , 2004
118.
118
V. M. Rodionov
Zhur. Obshch. Khim. , 1935
119.
119
V. V. Levchenko
Zhur. Obshch. Khim. , 1947
120.
120
V. V. Levchenko
Zhur. Obshch. Khim. , 1948
122.
122
S. R. Rafikov
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1953
123.
123
V. V. Levchenko
Zhur. Obshch. Khim. , 1952
124.
124
V. V. Levchenko
Zhur. Obshch. Khim. , 1952
125.
125
K. A. Andrianov
Vysokomol. Soed. , 1960
126.
126
J. Wiemannand Ch. Clachet
Compt. rend. , 1948
127.
127
R. Pasternak
Helv. Chim. Acta , 1948
128.
Metal-Catalyzed Carbon−Sulfur Bond Formation
Kondo T., Mitsudo T.
Chemical Reviews , 2000
131.
Boron trifluoride catalyzed addition of disulfides to alkenes
Caserio M.C., Fisher C.L., Kim J.K.
Journal of Organic Chemistry , 1985
133.
10.1021/ja983497+
134.
Convenient method for the addition of disulfides to alkenes
Yamagiwa N., Suto Y., Torisawa Y.
Bioorganic and Medicinal Chemistry Letters , 2007
135.
Stereoselective addition of diorganyl chalcogenides to cyclohexene catalyzed with tin(IV) chloride
Martynov A.V., Zhinkin A.R., Amosova S.V.
Russian Journal of Organic Chemistry , 2006
136.
Montmorillonite-catalysed addition of alkyl disulfides to alkenes
Clark P.D., Mesher S.T., Parvez M.
Catalysis Letters , 1997
137.
Metal Cation-Exchanged Montmorillonite-Catalyzed Addition of Organic Disulfides to Alkenes
Nishimura T., Yoshinaka T., Uemura S.
Bulletin of the Chemical Society of Japan , 2005
140.
Rhodium-Catalyzed Regio- and Stereoselective 1-Seleno-2-thiolation of 1-Alkynes
Arisawa M., Kozuki Y., Yamaguchi M.
Journal of Organic Chemistry , 2003
141.
Equilibrating C−S Bond Formation by C−H and S−S Bond Metathesis. Rhodium-Catalyzed Alkylthiolation Reaction of 1-Alkynes with Disulfides
142.
Rhodium-Catalyzed Disulfide Exchange Reaction
Arisawa M., Yamaguchi M.
Journal of the American Chemical Society , 2003
145.
Sulfur-containing alkenes-A new class of chelating ligands: Synthesis, coordination to palladium, and structure of the resulting complexes
Ananikov V.P., Piroyan A.O., Gaiduk K.A., Beletskaya I.P., Khrustalev V.N., Antipin M.Y.
Russian Journal of Organic Chemistry , 2009
148.
Disulfidation of Alkynes and Alkenes with Gallium Trichloride
Usugi S., Yorimitsu H., Shinokubo H., Oshima K.
Organic Letters , 2004
149.
149
V. V. Korshak
Dokl. Akad. Nauk SSSR , 1954
150.
CLAY-CATALYZED THIOALKYLATION OF THIOPHENES AND BENZO[b]THIOPHENES
Clark P.D., Mesher S.T., Primak A.
Phosphorus, Sulfur and Silicon and the Related Elements , 1996
151.
C-S bond formation in aromatic substrates using Mn(II)-promoted montmorillonite clays
153.
153
1899
154.
Alkyl- and Arylthiolation of Aryl Halides Catalyzed by Fluorinated Bis-Imino-Nickel NNN Pincer Complexes [NiCl2{C5H3N-2,6-(CHNArf)2}]
Baldovino-Pantaleón O., Hernández-Ortega S., Morales-Morales D.
Advanced Synthesis and Catalysis , 2006
155.
High yield thiolation of iodobenzene catalyzed by the phosphinite nickel PCP pincer complex: [NiCl{C6H3-2,6-(OPPh2)2}]
Gómez-Benítez V., Baldovino-Pantaleón O., Herrera-Álvarez C., Toscano R.A., Morales-Morales D.
Tetrahedron Letters , 2006
157.
157
1903
160.
160
1912
162.
162
1917
163.
Alkylthio aromatic amines
Ranken P.F., McKinnie B.G.
Journal of Organic Chemistry , 1989
164.
164
1917
165.
165
Friedl.
166.
Alkylmercaptophenols by Sulfenylation of Phenols
Farah B.S., Gilbert E.E.
Journal of Organic Chemistry , 1963
167.
167
Friedl.
168.
168
1918
169.
169
Friedl.
170.
170
1918
171.
Alkylthiolation of Phenols
Ranken P.F., Mckinnie B.G.
Synthesis , 1984
172.
172
1918
173.
173
Friedl.
174.
PREPARATION OF ORTHO-(ALKYLTHIO)PHENOLS OVER ZEOLITE CATALYSTS
Wojtkowski P.W., Shannon R.D.
Phosphorus, Sulfur and Silicon and the Related Elements , 1991
175.
Liquid-phase alkylthiolation reaction of phenol by dimethyldisulfide over zeolites
176.
New method of dimethyl sulfide synthesis
Mashkina A.V.
Russian Journal of Organic Chemistry , 2011
177.
177
J. Henry
Proc. R. Irish Acad. , 1945
178.
Catalytic synthesis of dimethyl sulfide from dimethyl disulfide and methanol
Mashkina A.V., Khairulina L.N.
Russian Journal of Applied Chemistry , 2012
179.
179
Chem. Abs. , 1947
180.
180
1946
181.
181
Chem. Abs. , 1947