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  • Palladium-catalyzed reductive ortho-arylation: evidence for the decomposition of 1,2-dimethoxyethane and subsequent arylpalladium(II) reduction.

Palladium-catalyzed reductive ortho-arylation: evidence for the decomposition of 1,2-dimethoxyethane and subsequent arylpalladium(II) reduction.

Organic letters (2010-10-19)
Andrew Martins, David A Candito, Mark Lautens
ABSTRACT

A palladium-catalyzed crossed biaryl coupling/reduction sequence enables the formation of meta-substituted biaryls via solvent-mediated arylpalladium(II) reduction. Isotope labeling studies determined that the decomposition of 1,2-dimethoxyethane (DME) is indeed involved in the reductive process.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
1,2-Dimethoxyethane, SAJ first grade, ≥99.0%
Sigma-Aldrich
1,2-Dimethoxyethane, suitable for HPLC, 99.9%, inhibitor-free
Sigma-Aldrich
1,2-Dimethoxyethane, ReagentPlus®, ≥99%, inhibitor-free
Supelco
1,2-Dimethoxyethane, analytical standard
Sigma-Aldrich
1,2-Dimethoxyethane, anhydrous, 99.5%, inhibitor-free