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Titolo:
Synthesis of polychlorinated biphenyls (PCBs) using the Suzuki-coupling
Autore:
Lehmler, HJ; Robertson, LW;
Indirizzi:
Univ Kentucky, Chandler Med Ctr, Grad Ctr Toxicol, Lexington, KY 40536 USAUniv Kentucky Lexington KY USA 40536 Ctr Toxicol, Lexington, KY 40536 USA
Titolo Testata:
CHEMOSPHERE
fascicolo: 2, volume: 45, anno: 2001,
pagine: 137 - 143
SICI:
0045-6535(200110)45:2<137:SOPB(U>2.0.ZU;2-G
Fonte:
ISI
Lingua:
ENG
Soggetto:
ARYLBORONIC ACIDS; CHLORINATED BIPHENYLS; ORGANOBORON COMPOUNDS; PALLADIUM; STRATEGY; PRODUCT; SALTS;
Keywords:
environmental contaminants; biaryls; PCB; cross-coupling; palladium;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Agriculture,Biology & Environmental Sciences
Citazioni:
33
Recensione:
Indirizzi per estratti:
Indirizzo: Robertson, LW Univ Kentucky, Chandler Med Ctr, Grad Ctr Toxicol, 306 Hlth Sci Res Bldg, Lexington, KY 40536 USA Univ Kentucky 306 Hlth Sci Res Bldg Lexington KY USA 40536 A
Citazione:
H.J. Lehmler e L.W. Robertson, "Synthesis of polychlorinated biphenyls (PCBs) using the Suzuki-coupling", CHEMOSPHERE, 45(2), 2001, pp. 137-143

Abstract

An improved synthesis of polychlorinated biphenyls (PCBs) utilizing a palladium-catalyzed cross-coupling reaction (Suzuki-coupling) is described. Thecoupling of (chlorinated) aryl boronic acids 1-3 with bromochlorobenzenes 4 using the standard conditions of the Suzuki-coupling gave the desired PCBcongeners 5-7 in good to excellent yields. The self-coupling product of the aryl boronic acids is the major impurity of this reaction. 3,4,5-trichlorophenyl derivatives such as 10 can be synthesized by coupling of an aryl boronic acid with the corresponding bromochloroaniline 8. The approach offersthe advantage of high selectivity and good yields compared to conventionalmethods such as the Cadogan reaction and allows the use of less toxic starting materials. (C) 2001 Elsevier Science Ltd. All rights reserved.

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Documento generato il 01/12/20 alle ore 08:26:39