Synthesis of Large Ring Macrocycles (12–18) by Recyclable Palladium-Complexed Dendrimers on Silica Gel Catalyzed Intramolecular Cyclocarbonylation Reactions

✍ Scribed by Shui-Ming Lu; Howard Alper

• Book ID: 101838107
• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 183 KB
• Volume: 13
• Category: Article
• ISSN: 0947-6539
• DOI: 10.1002/chem.200601724

✦ Synopsis

Abstract

Intramolecular cyclocarbonylation reactions with palladium‐complexed dendrimers on silica gel as catalysts are very effective for the synthesis of twelve‐ to eighteen‐membered ring macrocycles. This process can tolerate a wide variety of functional groups, including halide, ether, ketone, and ester. The heterogeneous dendritic catalysts facilitate excellent substrate reactivity, affording oxygen‐, nitrogen‐, or sulfur‐containing tricyclic heterocycles in 70–92 % yields. Importantly, these systems are easily recovered by simple filtration and reused several times with only a slight loss of activity.