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A reassessment of the transition-metal free suzuki-type coupling methodology.

Arvela, Riina K (author)
University of Connecticut, Department of Chemistry
Leadbeater, Nicholas E (author)
University of Connecticut, Department of Chemistry
Sangi, Michael S (author)
University of Connecticut, Department of Chemistry
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Williams, Victoria A (author)
University of Connecticut, Department of Chemistry
Granados, Patricia (author)
Saint Mary's University, Department of Chemistry
Singer, Robert D (author)
Saint Mary's University, Department of Chemistry
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 (creator_code:org_t)
2004-12-08
2005
English.
In: Journal of Organic Chemistry. - : American Chemical Society (ACS). - 0022-3263 .- 1520-6904. ; 70:1, s. 161-168
  • Journal article (peer-reviewed)
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  • We present here a reassessment of our transition-metal free Suzuki-type coupling protocol. We believe that, although the reaction can be run without the need for addition of a metal catalyst, palladium contaminants down to a level of 50 ppb found in commercially available sodium carbonate are responsible for the generation of the biaryl rather than, as previously suggested, an alternative non-palladium-mediated pathway. We present a revised methodology for Suzuki couplings using ultralow palladium concentrations for use with aryl and vinyl boronic acids and discuss the effects of the purity of the boronic acid on the reaction.

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