| Title: |
Air‐Stable, Phosphine‐Free Anionic Palladacyclopentadienyl Catalysts: Remarkable Halide and Pseudohalide Effects in Stille Coupling |
| Authors: |
Crawforth, Catherine M.; Fairlamb, Ian J. S.; Kapdi, Anant R.; Serrano, José Luis; Taylor, Richard J. K.; Sanchez, Gregorio |
| Source: |
Advanced Synthesis & Catalysis ; volume 348, issue 4-5, page 405-412 ; ISSN 1615-4150 1615-4169 |
| Publisher Information: |
Wiley |
| Publication Year: |
2006 |
| Collection: |
Wiley Online Library (Open Access Articles via Crossref) |
| Description: |
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. |
| Document Type: |
article in journal/newspaper |
| Language: |
English |
| DOI: |
10.1002/adsc.200505325 |
| Availability: |
https://doi.org/10.1002/adsc.200505325; https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fadsc.200505325; https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.200505325 |
| Rights: |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
| Accession Number: |
edsbas.AD2A1724 |
| Database: |
BASE |