Crawforth, C.M., Fairlamb, I.J.S., Kapdi, A.R. et al. (3 more authors) (2006) Air stable, phosphine-free anionic palladacyclopentadienyl catalysts: Remarkable halide and pseudohalide effects in Stille coupling. Advanced Synthesis & Catalysis, 348 (4-5). pp. 405-412. ISSN 1615-4150
Abstract
The Stille cross-coupling of allylic and benzyl bromides is shown to proceed efficiently using phosphine-free dinuclear anionic palladacyclopentadienyl catalysts possessing bridging (N,O)-imidate ligands. The type of bridging anion influences the catalytic activity considerably. Halide anions such as chloride, bromide or iodide also influence the catalytic activity but to a far lesser extent than the pseudohalide imidate anions (from succinimide or phthalimide). A Baldwin-type cooperative effect is seen with 7a using CuI as a co-catalyst, in the presence of two equivalents of CsF in DMF at 40 °C. In toluene, these additives slow down substrate turnover.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Keywords: | CC bond formation • copper(I) salts • cross-coupling • halide effects • palladium |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | York RAE Import |
Date Deposited: | 14 Aug 2009 12:53 |
Last Modified: | 14 Aug 2009 12:53 |
Published Version: | http://dx.doi.org/10.1002/adsc.200505325 |
Status: | Published |
Publisher: | John Wiley & Sons |
Identification Number: | 10.1002/adsc.200505325 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:5562 |