Journal article
Synthesis of polychlorinated biphenyls (PCBs) using the Suzuki-coupling
Chemosphere (Oxford), Vol.45(2), pp.137-143
2001
DOI: 10.1016/S0045-6535(00)00546-4
PMID: 11572605
Abstract
An improved synthesis of polychlorinated biphenyls (PCBs) utilizing a palladium-catalyzed cross-coupling reaction (Suzuki-coupling) is described. The coupling of (chlorinated) aryl boronic acids
1–3 with bromochlorobenzenes
4 using the standard conditions of the Suzuki-coupling gave the desired PCB congeners
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 offers the advantage of high selectivity and good yields compared to conventional methods such as the Cadogan reaction and allows the use of less toxic starting materials.
Details
- Title: Subtitle
- Synthesis of polychlorinated biphenyls (PCBs) using the Suzuki-coupling
- Creators
- Hans-Joachim LehmlerLarry W Robertson
- Resource Type
- Journal article
- Publication Details
- Chemosphere (Oxford), Vol.45(2), pp.137-143
- DOI
- 10.1016/S0045-6535(00)00546-4
- PMID
- 11572605
- NLM abbreviation
- Chemosphere
- ISSN
- 0045-6535
- eISSN
- 1879-1298
- Publisher
- Elsevier Ltd
- Language
- English
- Date published
- 2001
- Academic Unit
- Occupational and Environmental Health; Iowa Neuroscience Institute
- Record Identifier
- 9984001092702771
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