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National Institute of Environmental Health Sciences

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Publication Detail

Title: Synthesis of Sterically Hindered Polychlorinated Biphenyl Derivatives.

Authors: Joshi, S N; Vyas, S M; Duffel, M W; Parkin, S; Lehmler, H-J

Published In Synthesis (Stuttg), (2011 Jan 01)

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.

PubMed ID: 21516177 Exiting the NIEHS site

MeSH Terms: No MeSH terms associated with this publication

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