title: A reassessment of the transition-metal free suzuki-type coupling methodology.
abstract: 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.
authors.affiliation: Department of Chemistry, University of Connecticut, Unit 3060, 55 North Eagleville Road, Storrs, Connecticut 06269-3060, USA.
authors.forename: Riina K
authors.initials: RK
authors.lastname: Arvela
authors.forename: Nicholas E
authors.initials: NE
authors.lastname: Leadbeater
authors.forename: Michael S
authors.initials: MS
authors.lastname: Sangi
authors.forename: Victoria A
authors.initials: VA
authors.lastname: Williams
authors.forename: Patricia
authors.initials: P
authors.lastname: Granados
authors.forename: Robert D
authors.initials: RD
authors.lastname: Singer