A new strategy for the synthesis of polychlorinated biphenyl metabolites

Journal Article · Sat Dec 31 23:00:00 EST 1994 · Chemical Research in Toxicology

DOI:https://doi.org/10.1021/tx00043a012· OSTI ID:86712

Bauer, U; Amaro, A R; Robertson, L W ^[1]

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1. Univ. of Kentucky, Lexington (United States)

A general and high-yielding synthetic route is presented by which a variety of chlorinated dihydroxybiphenyl metabolites may be synthesized. These synthetic standards will permit the investigation of novel pathways of polychlorinated biphenyl activation. The biphenyldiols were synthesized via palladium-catalyzed cross-coupling of dimethoxyphenylboronic acids with aryl bromides in the presence of a base. The formed dimethoxybiphenyls were demethylated using boron tribromide to yield the chlorinated dihydroxybiphenyls. These compounds were characterized by IR, NMR, and GC/MS. 29 refs., 1 fig.

• Sponsoring Organization: USDOE
• OSTI ID: 86712
• Journal Information: Chemical Research in Toxicology, Journal Name: Chemical Research in Toxicology Journal Issue: 1 Vol. 8; ISSN CRTOEC; ISSN 0893-228X
• Country of Publication: United States
• Language: English

Related Subjects

40 CHEMISTRY
55 BIOLOGY AND MEDICINE
BASIC STUDIES
56 BIOLOGY AND MEDICINE
APPLIED STUDIES
BIOLOGICAL PATHWAYS
BROMIDES
CHEMICAL PREPARATION
METABOLITES
PALLADIUM
POLYCHLORINATED BIPHENYLS
SYNTHESIS
TOXICITY