Journal article
Synthesis of Sterically Hindered Polychlorinated Biphenyl Derivatives
Synthesis (Stuttgart), Vol.7(7), pp.1045-1054
01/01/2011
DOI: 10.1055/s-0030-1258454
PMCID: PMC3080045
PMID: 21516177
Abstract
A series of sterically hindered (methoxylated) polychlorinated biphenyl derivatives was synthesized using the Suzuki and the Ullmann coupling reaction. The Suzuki coupling with Pd(dba)
2
/2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (DPDB) gave better yields (65–98%) compared to the classic Ullmann coupling reaction (20–38%). Despite the reactive catalyst system, no significant coupling with aromatic chlorine substituents was observed. Crystal structure analysis of four PCB derivatives revealed solid state dihedral angles ranging from 69.7° to 81.0°, which indicates that these highly
ortho
substituted PCB derivatives have some conformational flexibility.
Details
- Title: Subtitle
- Synthesis of Sterically Hindered Polychlorinated Biphenyl Derivatives
- Creators
- S. N Joshi - Department of Chemistry, University of Kentucky, Lexington, KY 40536, USAS. M Vyas - Department of Chemistry, University of Kentucky, Lexington, KY 40536, USAM. W Duffel - Department of Chemistry, University of Kentucky, Lexington, KY 40536, USAS Parkin - Department of Chemistry, University of Kentucky, Lexington, KY 40536, USAH.-J Lehmler - Department of Chemistry, University of Kentucky, Lexington, KY 40536, USA
- Resource Type
- Journal article
- Publication Details
- Synthesis (Stuttgart), Vol.7(7), pp.1045-1054
- DOI
- 10.1055/s-0030-1258454
- PMID
- 21516177
- PMCID
- PMC3080045
- NLM abbreviation
- Synthesis (Stuttg)
- ISSN
- 0039-7881
- eISSN
- 1437-210X
- Language
- English
- Date published
- 01/01/2011
- Academic Unit
- Occupational and Environmental Health; Iowa Neuroscience Institute; Pharmaceutical Sciences and Experimental Therapeutics; Iowa Superfund Research Program; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984002388002771
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