Home / Publications / Reactions of anodic and chemical aromatic substitution

Reactions of anodic and chemical aromatic substitution

Vladimir Anushavanovich Petrosyan 1
Vladimir Anushavanovich Petrosyan
10.1016/j.mencom.2011.04.001
Published 2011-04-28
Focus article , Volume 21, Issue 3, 115-121
26
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Petrosyan V. A. Reactions of anodic and chemical aromatic substitution // Mendeleev Communications. 2011. Vol. 21. No. 3. pp. 115-121.
GOST all authors (up to 50) Copy
Petrosyan V. A. Reactions of anodic and chemical aromatic substitution // Mendeleev Communications. 2011. Vol. 21. No. 3. pp. 115-121.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2011.04.001
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.04.001
TI - Reactions of anodic and chemical aromatic substitution
T2 - Mendeleev Communications
AU - Petrosyan, Vladimir Anushavanovich
PY - 2011
DA - 2011/04/28
PB - Mendeleev Communications
SP - 115-121
IS - 3
VL - 21
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2011_Petrosyan,
author = {Vladimir Anushavanovich Petrosyan},
title = {Reactions of anodic and chemical aromatic substitution},
journal = {Mendeleev Communications},
year = {2011},
volume = {21},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.04.001},
number = {3},
pages = {115--121},
doi = {10.1016/j.mencom.2011.04.001}
}
MLA
Cite this
MLA Copy
Petrosyan, Vladimir Anushavanovich. “Reactions of anodic and chemical aromatic substitution.” Mendeleev Communications, vol. 21, no. 3, Apr. 2011, pp. 115-121. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.04.001.
Views / Downloads
1 / 2

Abstract

Among anodic (electro-oxidative) aromatic substitution reactions there is a specific group of reactions involving direct nucleophilic replacement of hydrogen atom at the aromatic ring, or SNH(An) reactions. These reactions occurring via an intermediate s+ complex represent a versatile type (the hydrogen atom that is easily removed as a proton) of SNH reactions, on the one hand, and are somewhat similar to aromatic electrophilic substitutions, on the other hand.

References

1.
Electrochemical oxidation of organic compounds
Weinberg N.L., Weinberg H.R.
Chemical Reviews, 1968
2.
A. P. Tomilov, S. G. Mairanovskii, M. Ya. Fioshin and V. A. Smirnov, Elektrokhimiya organicheskikh soedinenii (Electrochemistry of Organic Compounds), Khimiya, Leningrad, 1968 (in Russian).
3.
Ch. K. Mann and K. K. Barnes, Electrochemical Reactions in Nonaqueous Systems, Marcel Dekker, New York, 1970.
4.
Organic Electrochemistry, 1st edn., ed. M. M. Baizer, Marcel Dekker, New York, 1973.
5.
Organic Electrochemistry, 2nd edn., ed. M. M. Baizer, Marcel Dekker, New York, 1983.
6.
S. Torii, Electroorganic Synthesis, Kodansha-VCH, Tokyo, 1985, ch. III–V.
7.
K. Yoshida, Electrooxidation in Organic Chemistry. The Role of Cation Radicals as Synthetic Intermediates, John Willey & Sons, New York, 1984, ch. II–IV.
8.
Organic Electrochemistry, 3rd edn., eds. H. Lund and M. M. Baizer, Marcel Dekker, New York, 1991.
9.
Organic Electrochemistry, 4th edn., eds. H. Lund and O. Hammerich, Marcel Dekker, New York, 2001, ch. XXIV.
10.
Sheldon R.A., Arends I.W., Hanefeld U.
2007
11.
Nucleophilic Substitution of Hydrogen in Aromatic Systems
Chupakhin O.N., Postovskii I.Y.
Russian Chemical Reviews, 1976
12.
Nucleophilic Substitution of Hydrogen in Heteroaromatics
Chupakhin O.N., Charushin V.N., van der Pias H.C.
1994
13.
Charushin V.N., Chupakhin O.N.
Mendeleev Communications, 2007
14.
10.1016/j.mencom.2011.04.001_bib0075
Makosza
Izv. Akad. Nauk, Ser. Khim., 1996
15.
V. A. Petrosyan, VII Vserossiyskaya Konferentsiya po Elektrokhimii Organicheskikh Soedinenii, Abstracts, Tambov, 2010, p. 10 (in Russian). 16 L. Papouchado, R. N. Adams and S. W. Feldberg,;1; J. Electroanal. Chem., 1969, 21, 408.
21.
10.1016/j.mencom.2011.04.001_bib0110
Petrosyan
Elektrokhimiya, 2003
22.
10.1016/j.mencom.2011.04.001_bib0115
Petrosyan
Izv. Akad. Nauk, Ser. Khim., 2005
23.
10.1016/j.mencom.2011.04.001_bib0120
Petrosyan
Izv. Akad. Nauk, Ser. Khim., 2010
24.
10.1016/j.mencom.2011.04.001_bib0125
Petrosyan
Izv. Akad. Nauk, Ser. Khim., 2007
25.
10.1016/j.mencom.2011.04.001_bib0130
Petrosyan
Izv. Akad. Nauk, Ser. Khim., 2008
26.
Ipso nitration. II. Novel products and true positional selectivities in nitration of p-cymene
Hahn R.C., Strack D.L.
Journal of the American Chemical Society, 1974
28.
I. N. Rozhkov, in Organic Electrochemistry, 2nd edn., eds. M. M. Baizer and H. Lund, Marcel Dekker, New York, 1983, ch. 24.
31.
10.1016/j.mencom.2011.04.001_bib0160
Petrosyan
Izv. Akad. Nauk, Ser. Khim., 2005
33.
Reaction of the anthracene cation radical with acetonitrile. A novel anodic acetamidation
Hammerich O., Parker V.D.
Journal of the Chemical Society Chemical Communications, 1974
34.
10.1016/j.mencom.2011.04.001_bib0175
Nilsson
J. Chem. Soc., Perkin Trans. 1, 1977
36.
A convenient route to ortho-akylated phenols and quinone monoacetals
Chen C., Swenton J.S.
Journal of the Chemical Society Chemical Communications, 1985
37.
10.1016/j.mencom.2011.04.001_bib0190
Petrosyan
Izv. Akad. Nauk SSSR, Ser. Khim., 1987
38.
10.1016/j.mencom.2011.04.001_bib0195
Petrosyan
Izv. Akad. Nauk SSSR, Ser. Khim., 1982
39.
10.1016/j.mencom.2011.04.001_bib0200
Petrosyan
Izv. Akad. Nauk SSSR, Ser. Khim., 1988
40.
10.1016/j.mencom.2011.04.001_bib0205
Khmel’nitskii
Izv. Akad. Nauk SSSR, Otdel Khim. Nauk, 1960
41.
10.1016/j.mencom.2011.04.001_bib0210
Niyazymbetov
Izv. Akad. Nauk SSSR, Ser. Khim., 1985
42.
10.1016/j.mencom.2011.04.001_bib0215
Petrosyan
Izv. Akad. Nauk SSSR, Ser. Khim., 1989
43.
Electrochemical methods for the generation of carbenes and their analogues
Petrosyan V.A., Niyazymbetov M.E.
Russian Chemical Reviews, 1989
44.
10.1016/j.mencom.2011.04.001_bib0225
Petrosyan
Izv. Akad. Nauk SSSR, Ser. Khim., 1989
45.
10.1016/j.mencom.2011.04.001_bib0230
Niyazymbetov
Izv. Akad. Nauk SSSR, Ser. Khim., 1989
46.
10.1016/j.mencom.2011.04.001_bib0235
Petrosyan
Izv. Akad. Nauk SSSR, Ser. Khim., 1988
47.
M. E. Niyazymbetov, L. V. Mikhal’chenko and V. A. Petrosyan, IV Vsesoiuznaya Konferentsiya ‘Aromaticheskoe Nucleofil’noe Zameshchenie’, Abstracts, Novosibirsk, 1989, p. 91.(in Russian).
50.
10.1016/j.mencom.2011.04.001_bib0255
Burasov
Izv. Akad. Nauk, Ser. Khim., 2008
51.
10.1016/j.mencom.2011.04.001_bib0260
March
Advanced Organic Chemistry, 1992
52.
10.1016/j.mencom.2011.04.001_bib0265
Ingold
Structure and Mechanism in Organic Chemistry, 1969