Aromatic chlorination of toluene and of anisole using clay-supported iron(III) chloride and m-chloroperbenzoic Acid - A biomimetic approach

Delaude, Lionel; Laszlo, Pierre

doi:10.1007/BF00772091

Article (Scientific journals)

Aromatic chlorination of toluene and of anisole using clay-supported iron(III) chloride and m-chloroperbenzoic Acid - A biomimetic approach

Delaude, Lionel; Laszlo, Pierre

1990 • In Catalysis Letters, 5 (1), p. 35-44

Peer Reviewed verified by ORBi

Permalink
https://hdl.handle.net/2268/15445

DOI
10.1007/BF00772091

Files (1)Send to Details Statistics Bibliography Similar publications

Files

Full Text

A002.pdf

Publisher postprint (501.85 kB)

Download

All documents in ORBi are protected by a user license.

Send to

RIS BibTex APA Chicago Permalink X Linkedin

Details

Keywords :

Biomimetic Aromatic Chlorination; Toluene; Anisole; Clay Supported Iron(III) Chloride; m-Chloroperbenzoic Acid

Abstract :

[en] n the presence of meta-chloroperbenzoic acid, clay-supported ferric chloride is an efficient aromatic chlorinating agent for toluene and anisole. Influence of various experimental factors such as the nature of the solvent, the peracid or the metallic cation were investigated. These reactions represent a laboratory equivalent to biological halogenations through oxidation of halide ions by peroxidases in the presence of hydrogen peroxide.

Disciplines :

Chemistry

Author, co-author :

Delaude, Lionel ; Université de Liège - ULiège > Département de chimie (sciences) > Chimie macromoléculaire et catalyse organique

Laszlo, Pierre ; Université de Liège - ULiège > Services généraux (Faculté des sciences) > Relations académiques et scientifiques (Sciences)

Language :

English

Title :

Aromatic chlorination of toluene and of anisole using clay-supported iron(III) chloride and m-chloroperbenzoic Acid - A biomimetic approach

Publication date :

1990

Journal title :

Catalysis Letters

ISSN :

1011-372X

eISSN :

1572-879X

Publisher :

Springer Science & Business Media B.V.

Volume :

Issue :

Pages :

35-44

Peer reviewed :

Peer Reviewed verified by ORBi

Available on ORBi :

since 26 June 2009

Statistics

Number of views

129 (0 by ULiège)

Number of downloads

67 (0 by ULiège)

More statistics

Scopus citations^®

Scopus citations^®
without self-citations

OpenCitations

OpenAlex citations

Bibliography

Kovacic P. Friedel-Crafts and Related Reactions, G.A., Olah, Wiley Interscience, New York; 1965.
Chip G.K., Grossert J.S. (1972) Aromatic Halogenation with Titanium (IV) Chloride in Presence of Peroxytrifluoroacetic Acid. Canadian Journal of Chemistry 50:1233.
Kochi J.K., Graybill B.M., Kurz M. J. Am. Chem. Soc. 1964, 86:5257.
.
Srebnik M., Mechoulam R., Yona I. J. Chem. Soc. Perkin Trans 1987, 50:1423.
.
Cornélis A., Laszlo P. Aldrichimica Acta 1988, 21:97.
Findley T.W., Swern S., Scanlan J.T. J. Am. Chem. Soc. 1945, 67:412.
Ogata Y., Sawaki Y. Tetrahedron 1967, 23:3327.
Buglass A.J., Waterhouse J.S. J. Chem. Educ. 1987, 64:371.
Snook M.E., Hamilton G.A. J. Am. Chem. Soc. 1974, 96:860.
Lederer P., Macova E., Veprek-Siska J. (1984) Decomposition of peroxobenzoic acid in benzene catalyzed by transition metal 2,4-pentanedionates. Collection of Czechoslovak Chemical Communications 49:673.
Tokumaru K., Simamura O. (1962) Decomposition of Peroxybenzoic Acid in Solution. I. Decomposition in Alcohols. Bulletin of the Chemical Society of Japan 35:1673.
Commandeur R., Mathais H., Raynier B., Waegell B. Nouv, J. Chim. 1979, 3:385.
Lebedev N.N., Baltadzhi I.I. J. Org. Chem. U.S.S.R. (Engl. Transl.) 1969, 5:1604.
Dolinski R.J., Nowak R.M. J. Org. Chem. 1969, 34:3342.
P.B.D. de la Mare, J.T. Harvey, M. Hassan and S. Varma, J. Chem. Soc. (1958) 2756.
.
D.R. Harvey and R.O.C. Norman, J. Chem. Soc. (1961) 3604.
B. Jones and E. Richardson, J. Chem. Soc. (1956) 3939.
Breslow R., Campbell P. J. Am. Chem. Soc. 1969, 91:3085.
Morrison M., Schonbaum G.R. Ann. Rev. Biochem. 1976, 45:861.
Thomas J.A., Morris D.R., Hager L.P. J. Biol. Chem. 1970, 245:3135.
Traylor T.G., Fann W-P, Bandyopadhyay D. J. Am. Chem. Soc. 1989, 111:8009.
Traylor T.G., Xu F. J. Am. Chem. Soc. 1990, 112:178.